CH636611A5 - Procedimento per la preparazione di diidrofurani sostituiti. - Google Patents
Procedimento per la preparazione di diidrofurani sostituiti. Download PDFInfo
- Publication number
- CH636611A5 CH636611A5 CH1083578A CH1083578A CH636611A5 CH 636611 A5 CH636611 A5 CH 636611A5 CH 1083578 A CH1083578 A CH 1083578A CH 1083578 A CH1083578 A CH 1083578A CH 636611 A5 CH636611 A5 CH 636611A5
- Authority
- CH
- Switzerland
- Prior art keywords
- formula
- preparation
- reaction
- methyl
- procedure
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 12
- 238000002360 preparation method Methods 0.000 title claims description 7
- 238000007363 ring formation reaction Methods 0.000 claims description 5
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical group C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 4
- -1 methyl radicals Chemical class 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 125000004852 dihydrofuranyl group Chemical group O1C(CC=C1)* 0.000 claims description 3
- 239000012298 atmosphere Substances 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 239000003729 cation exchange resin Substances 0.000 claims description 2
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 2
- 239000012429 reaction media Substances 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 claims 1
- 229940023913 cation exchange resins Drugs 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- INAXVXBDKKUCGI-UHFFFAOYSA-N 4-hydroxy-2,5-dimethylfuran-3-one Chemical compound CC1OC(C)=C(O)C1=O INAXVXBDKKUCGI-UHFFFAOYSA-N 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229920001429 chelating resin Polymers 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 150000002240 furans Chemical class 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- CBFCDTFDPHXCNY-UHFFFAOYSA-N icosane Chemical compound CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 description 2
- 238000002955 isolation Methods 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- OGWRZRITEAGNCV-UHFFFAOYSA-N 2,5-dihydroxyheptane-3,4-dione Chemical compound CCC(O)C(=O)C(=O)C(C)O OGWRZRITEAGNCV-UHFFFAOYSA-N 0.000 description 1
- MLOYTUCDJQWVSY-UHFFFAOYSA-N 2,5-dihydroxyhexane-3,4-dione Chemical compound CC(O)C(=O)C(=O)C(C)O MLOYTUCDJQWVSY-UHFFFAOYSA-N 0.000 description 1
- GWCRPYGYVRXVLI-UHFFFAOYSA-N 2-ethyl-4-hydroxy-5-methyl-3(2H)-furanone Chemical compound CCC1OC(C)=C(O)C1=O GWCRPYGYVRXVLI-UHFFFAOYSA-N 0.000 description 1
- VJMSGSIUSDPZPA-UHFFFAOYSA-N 2-ethyl-5-methylfuran-3-one Chemical compound CCC1OC(C)=CC1=O VJMSGSIUSDPZPA-UHFFFAOYSA-N 0.000 description 1
- SKJNEYSTLJSDDX-UHFFFAOYSA-N 5-ethyl-2-methylfuran-3-one Chemical compound CCC1=CC(=O)C(C)O1 SKJNEYSTLJSDDX-UHFFFAOYSA-N 0.000 description 1
- QJYOEDXNPLUUAR-UHFFFAOYSA-N 5-ethyl-4-hydroxy-2-methylfuran-3-one Chemical compound CCC1=C(O)C(=O)C(C)O1 QJYOEDXNPLUUAR-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000001307 helium Substances 0.000 description 1
- 229910052734 helium Inorganic materials 0.000 description 1
- SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 1
- KXUSQYGLNZFMTE-UHFFFAOYSA-N hex-2-yne-1,1-diol Chemical compound CCCC#CC(O)O KXUSQYGLNZFMTE-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000001819 mass spectrum Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/56—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D307/60—Two oxygen atoms, e.g. succinic anhydride
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Seasonings (AREA)
- Furan Compounds (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT2880077A IT1087026B (it) | 1977-10-20 | 1977-10-20 | Procedimento per la preparazione di 2,5-dialchil-4-idrossi-2,3-diidrofuran-3-oni |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH636611A5 true CH636611A5 (it) | 1983-06-15 |
Family
ID=11224207
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH1083578A CH636611A5 (it) | 1977-10-20 | 1978-10-19 | Procedimento per la preparazione di diidrofurani sostituiti. |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS5463068A (fr) |
| BE (1) | BE871421A (fr) |
| CA (1) | CA1110255A (fr) |
| CH (1) | CH636611A5 (fr) |
| DE (1) | DE2845843C3 (fr) |
| FR (1) | FR2406636A1 (fr) |
| GB (1) | GB2006205B (fr) |
| IT (1) | IT1087026B (fr) |
| LU (1) | LU80371A1 (fr) |
| NL (1) | NL7810532A (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2831676A1 (de) * | 1978-07-19 | 1980-02-07 | Basf Ag | Neue bis-epoxy-dialkoxy-alkane, deren herstellung und verwendung |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1383492A (en) * | 1970-12-21 | 1974-02-12 | Unilever Ltd | Dicarbonyl compounds and preparation of dihydrofuranones therefrom |
-
1977
- 1977-10-20 IT IT2880077A patent/IT1087026B/it active
-
1978
- 1978-09-29 CA CA312,375A patent/CA1110255A/fr not_active Expired
- 1978-10-11 GB GB7840115A patent/GB2006205B/en not_active Expired
- 1978-10-16 LU LU80371A patent/LU80371A1/fr unknown
- 1978-10-17 FR FR7829553A patent/FR2406636A1/fr active Granted
- 1978-10-18 JP JP12745678A patent/JPS5463068A/ja active Pending
- 1978-10-19 CH CH1083578A patent/CH636611A5/it not_active IP Right Cessation
- 1978-10-20 BE BE191250A patent/BE871421A/fr not_active IP Right Cessation
- 1978-10-20 DE DE19782845843 patent/DE2845843C3/de not_active Expired
- 1978-10-20 NL NL7810532A patent/NL7810532A/xx not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| DE2845843A1 (de) | 1979-04-26 |
| IT1087026B (it) | 1985-05-31 |
| DE2845843C3 (de) | 1980-12-18 |
| FR2406636A1 (fr) | 1979-05-18 |
| GB2006205A (en) | 1979-05-02 |
| GB2006205B (en) | 1982-03-31 |
| BE871421A (fr) | 1979-04-20 |
| LU80371A1 (fr) | 1979-03-19 |
| NL7810532A (nl) | 1979-04-24 |
| DE2845843B2 (de) | 1980-04-30 |
| FR2406636B1 (fr) | 1981-08-14 |
| JPS5463068A (en) | 1979-05-21 |
| CA1110255A (fr) | 1981-10-06 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PL | Patent ceased | ||
| PL | Patent ceased |