JPS5998034A - 蟻酸エステルの製造法 - Google Patents
蟻酸エステルの製造法Info
- Publication number
- JPS5998034A JPS5998034A JP58177867A JP17786783A JPS5998034A JP S5998034 A JPS5998034 A JP S5998034A JP 58177867 A JP58177867 A JP 58177867A JP 17786783 A JP17786783 A JP 17786783A JP S5998034 A JPS5998034 A JP S5998034A
- Authority
- JP
- Japan
- Prior art keywords
- group
- compound containing
- methanol
- conversion
- formic acid
- 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.)
- Granted
Links
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 title claims description 12
- 238000004519 manufacturing process Methods 0.000 title claims description 11
- 235000019253 formic acid Nutrition 0.000 title claims description 6
- -1 formic acid ester Chemical class 0.000 title description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 25
- ZRALSGWEFCBTJO-UHFFFAOYSA-N guanidine group Chemical group NC(=N)N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 6
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- 125000000320 amidine group Chemical group 0.000 claims description 4
- 125000005907 alkyl ester group Chemical group 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 125000003700 epoxy group Chemical group 0.000 claims 2
- 125000002015 acyclic group Chemical group 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 69
- 238000006243 chemical reaction Methods 0.000 description 31
- TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 30
- 239000000203 mixture Substances 0.000 description 17
- 239000000047 product Substances 0.000 description 15
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- 229910002090 carbon oxide Inorganic materials 0.000 description 11
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 10
- 238000004458 analytical method Methods 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 8
- 125000000217 alkyl group Chemical group 0.000 description 7
- 150000002924 oxiranes Chemical class 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 6
- 239000007789 gas Substances 0.000 description 6
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
- 150000001409 amidines Chemical class 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical compound [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- KFNNIILCVOLYIR-UHFFFAOYSA-N Propyl formate Chemical compound CCCOC=O KFNNIILCVOLYIR-UHFFFAOYSA-N 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 229910002091 carbon monoxide Inorganic materials 0.000 description 2
- 230000006315 carbonylation Effects 0.000 description 2
- 238000005810 carbonylation reaction Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004817 gas chromatography Methods 0.000 description 2
- 239000001257 hydrogen Chemical group 0.000 description 2
- 229910052739 hydrogen Chemical group 0.000 description 2
- 239000012263 liquid product Substances 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 230000009469 supplementation Effects 0.000 description 2
- PQXKWPLDPFFDJP-UHFFFAOYSA-N 2,3-dimethyloxirane Chemical compound CC1OC1C PQXKWPLDPFFDJP-UHFFFAOYSA-N 0.000 description 1
- YZEUHQHUFTYLPH-UHFFFAOYSA-N 2-nitroimidazole Chemical compound [O-][N+](=O)C1=NC=CN1 YZEUHQHUFTYLPH-UHFFFAOYSA-N 0.000 description 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000011010 flushing procedure Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- AFFLGGQVNFXPEV-UHFFFAOYSA-N n-decene Natural products CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000005369 trialkoxysilyl group Chemical group 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8227416 | 1982-09-25 | ||
| GB8227417 | 1982-09-25 | ||
| GB8227416 | 1982-09-25 | ||
| GB8228688 | 1982-10-07 | ||
| GB8228687 | 1982-10-07 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5998034A true JPS5998034A (ja) | 1984-06-06 |
| JPH0358336B2 JPH0358336B2 (fr) | 1991-09-05 |
Family
ID=10533166
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58177867A Granted JPS5998034A (ja) | 1982-09-25 | 1983-09-26 | 蟻酸エステルの製造法 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS5998034A (fr) |
| ZA (1) | ZA837056B (fr) |
-
1983
- 1983-09-22 ZA ZA837056A patent/ZA837056B/xx unknown
- 1983-09-26 JP JP58177867A patent/JPS5998034A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| ZA837056B (en) | 1985-05-29 |
| JPH0358336B2 (fr) | 1991-09-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Aizenberg et al. | Homogeneous rhodium complex-catalyzed hydrogenolysis of CF bonds. | |
| US2727902A (en) | Process for the production of aliphatic oxygen compounds by carbonylation of alcohols and ethers | |
| US3372195A (en) | Reduction of nitriles to primary amines | |
| BRPI0908982B1 (pt) | Synthesis of cyclical carbonets | |
| JPS60136525A (ja) | エタノ−ルの製造法 | |
| AU615985B2 (en) | Thee production of formic acid from a nitrogenous base, carbon dioxide and hydrogen | |
| JPS58177957A (ja) | 極性官能基を有する脂肪多価アルコ−ル | |
| JPS5998034A (ja) | 蟻酸エステルの製造法 | |
| JPS6036441A (ja) | カルボン酸エステルの、同族体のカルボン酸エステルへの変換方法 | |
| JPH02272A (ja) | アルキルチオエチルアミン塩類の製造プロセス | |
| JPS5839653A (ja) | 脂肪族ニトリルの製造法 | |
| US2540938A (en) | N-substituted diamines and preparation of the same | |
| JPS58103338A (ja) | 線状飽和ジエステルの製造法 | |
| US2217650A (en) | Preparation of organic acids | |
| US1787483A (en) | Process for the production of formamide | |
| JPS6121465B2 (fr) | ||
| EP0433191B1 (fr) | Procédé de préparation d'acides hexènedioiques-1,6 à partir de butènediol | |
| US3766279A (en) | Production of alcohols | |
| JPS59137430A (ja) | 脱カルボニル反応方法 | |
| JPH02306950A (ja) | アミノアセタール誘導体 | |
| FR2635322A1 (fr) | Procede d'hydrocarbonylation de derives aromatiques halogenes | |
| JPS59230643A (ja) | 新規な触媒及びそれを使用する反応 | |
| JPH08245477A (ja) | 二酸化炭素の接触水素化によるホルムアルデヒドの製造方法 | |
| FI82925B (fi) | Foerfarande foer produktion av formiat. | |
| JPH0615489B2 (ja) | 酢酸と無水酢酸の同時製造法 |