CA1180326A - 1,4-dioxaspiro [4,5] decenes - Google Patents
1,4-dioxaspiro [4,5] decenesInfo
- Publication number
- CA1180326A CA1180326A CA000407793A CA407793A CA1180326A CA 1180326 A CA1180326 A CA 1180326A CA 000407793 A CA000407793 A CA 000407793A CA 407793 A CA407793 A CA 407793A CA 1180326 A CA1180326 A CA 1180326A
- Authority
- CA
- Canada
- Prior art keywords
- halogen
- acylamino
- aromatization
- carried out
- substituted
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- KEMLLBHQBONAAX-UHFFFAOYSA-N 1,4-dioxaspiro[4.5]dec-2-ene Chemical class C1CCCCC21OC=CO2 KEMLLBHQBONAAX-UHFFFAOYSA-N 0.000 title 1
- 229910052736 halogen Inorganic materials 0.000 claims abstract 10
- 150000002367 halogens Chemical group 0.000 claims abstract 10
- 125000004442 acylamino group Chemical group 0.000 claims abstract 8
- 125000003282 alkyl amino group Chemical group 0.000 claims abstract 7
- -1 3-substituted-2-hydroxypropyl aryl ether Chemical class 0.000 claims abstract 6
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 5
- 239000001257 hydrogen Substances 0.000 claims abstract 5
- 125000004423 acyloxy group Chemical group 0.000 claims abstract 4
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract 4
- 125000005237 alkyleneamino group Chemical group 0.000 claims abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000002252 acyl group Chemical group 0.000 claims abstract 2
- 125000004450 alkenylene group Chemical group 0.000 claims abstract 2
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 2
- 125000000217 alkyl group Chemical group 0.000 claims abstract 2
- 125000004414 alkyl thio group Chemical group 0.000 claims abstract 2
- 125000002947 alkylene group Chemical group 0.000 claims abstract 2
- 125000001589 carboacyl group Chemical group 0.000 claims abstract 2
- 150000002431 hydrogen Chemical group 0.000 claims abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 2
- 238000004519 manufacturing process Methods 0.000 claims abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 2
- 125000000018 nitroso group Chemical group N(=O)* 0.000 claims abstract 2
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 2
- 229910052717 sulfur Inorganic materials 0.000 claims abstract 2
- 238000000034 method Methods 0.000 claims 10
- 238000005899 aromatization reaction Methods 0.000 claims 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 239000002841 Lewis acid Substances 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 150000007517 lewis acids Chemical class 0.000 claims 2
- 239000012429 reaction media Substances 0.000 claims 2
- 150000003335 secondary amines Chemical class 0.000 claims 2
- 150000003512 tertiary amines Chemical class 0.000 claims 2
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 claims 1
- 239000003463 adsorbent Substances 0.000 claims 1
- 125000003710 aryl alkyl group Chemical group 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 239000012467 final product Substances 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 229910052751 metal Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- XTAZYLNFDRKIHJ-UHFFFAOYSA-N n,n-dioctyloctan-1-amine Chemical compound CCCCCCCCN(CCCCCCCC)CCCCCCCC XTAZYLNFDRKIHJ-UHFFFAOYSA-N 0.000 claims 1
- 229910052698 phosphorus Inorganic materials 0.000 claims 1
- SBYHFKPVCBCYGV-UHFFFAOYSA-N quinuclidine Chemical compound C1CC2CCN1CC2 SBYHFKPVCBCYGV-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000007858 starting material Substances 0.000 claims 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 claims 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 claims 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 claims 1
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 claims 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 claims 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical class CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
Landscapes
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA000407793A CA1180326A (fr) | 1979-03-07 | 1982-07-21 | 1,4-dioxaspiro [4,5] decenes |
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2701079A JPS55118432A (en) | 1979-03-07 | 1979-03-07 | 2-spipo-1,3-dioxolane compound and new synthesis of aromatic ether by its ring opening reaction |
| JP27010/1979 | 1979-03-07 | ||
| JP1039980A JPS56108764A (en) | 1980-01-30 | 1980-01-30 | Novel synthesis of beta-blocker |
| JP10399/1980 | 1980-01-30 | ||
| CA000346987A CA1139760A (fr) | 1979-03-07 | 1980-03-04 | Composes a base de 1,4-dioxaspiro ¬4,5| decene |
| CA000407793A CA1180326A (fr) | 1979-03-07 | 1982-07-21 | 1,4-dioxaspiro [4,5] decenes |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000346987A Division CA1139760A (fr) | 1979-03-07 | 1980-03-04 | Composes a base de 1,4-dioxaspiro ¬4,5| decene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1180326A true CA1180326A (fr) | 1985-01-02 |
Family
ID=27426222
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA000407793A Expired CA1180326A (fr) | 1979-03-07 | 1982-07-21 | 1,4-dioxaspiro [4,5] decenes |
Country Status (1)
| Country | Link |
|---|---|
| CA (1) | CA1180326A (fr) |
-
1982
- 1982-07-21 CA CA000407793A patent/CA1180326A/fr not_active Expired
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MKEX | Expiry |