JPS6215060B2 - - Google Patents
Info
- Publication number
- JPS6215060B2 JPS6215060B2 JP6308581A JP6308581A JPS6215060B2 JP S6215060 B2 JPS6215060 B2 JP S6215060B2 JP 6308581 A JP6308581 A JP 6308581A JP 6308581 A JP6308581 A JP 6308581A JP S6215060 B2 JPS6215060 B2 JP S6215060B2
- Authority
- JP
- Japan
- Prior art keywords
- ester
- glyoxylic acid
- alcohol
- hemiacetal
- 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.)
- Expired
Links
- HHLFWLYXYJOTON-UHFFFAOYSA-N Glyoxylic acid Natural products OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 claims description 32
- -1 Glyoxylic acid hemiacetal ester Chemical class 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 15
- 239000006227 byproduct Substances 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 235000019441 ethanol Nutrition 0.000 description 12
- 238000000034 method Methods 0.000 description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000005979 thermal decomposition reaction Methods 0.000 description 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- 239000003377 acid catalyst Substances 0.000 description 2
- 150000001502 aryl halides Chemical class 0.000 description 2
- KHIWWQKSHDUIBK-UHFFFAOYSA-N periodic acid Chemical compound OI(=O)(=O)=O KHIWWQKSHDUIBK-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- SOEVVANXSDKPIY-UHFFFAOYSA-M sodium glyoxylate Chemical compound [Na+].[O-]C(=O)C=O SOEVVANXSDKPIY-UHFFFAOYSA-M 0.000 description 2
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 239000002250 absorbent Substances 0.000 description 1
- 230000002745 absorbent Effects 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- DBPFRRFGLYGEJI-UHFFFAOYSA-N ethyl glyoxylate Chemical compound CCOC(=O)C=O DBPFRRFGLYGEJI-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003901 oxalic acid esters Chemical class 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003899 tartaric acid esters Chemical class 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6308581A JPS57176929A (en) | 1981-04-24 | 1981-04-24 | Preparation of glyoxylic ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6308581A JPS57176929A (en) | 1981-04-24 | 1981-04-24 | Preparation of glyoxylic ester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57176929A JPS57176929A (en) | 1982-10-30 |
| JPS6215060B2 true JPS6215060B2 (enExample) | 1987-04-06 |
Family
ID=13219135
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6308581A Granted JPS57176929A (en) | 1981-04-24 | 1981-04-24 | Preparation of glyoxylic ester |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57176929A (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4820385A (en) * | 1988-02-18 | 1989-04-11 | Monsanto Company | Purification of alkyl glyoxylate in a continuous column by azeotropic distillation |
| US4867849A (en) * | 1988-07-25 | 1989-09-19 | Cova Dario R | Purification of alkyl glyoxylate |
| JP2934605B2 (ja) * | 1995-08-24 | 1999-08-16 | 株式会社日本触媒 | α−オキソカルボン酸エステルの製造方法およびそれに用いる触媒 |
-
1981
- 1981-04-24 JP JP6308581A patent/JPS57176929A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57176929A (en) | 1982-10-30 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS6143133A (ja) | 無水の、またはほとんど無水のギ酸の製法 | |
| JP2014501697A (ja) | メタクリル酸エステルの製造のための方法 | |
| JP6880249B2 (ja) | ２−フルオロアクリレートの製造方法 | |
| US5001273A (en) | Method for preparing asymmetric aliphatic ketones | |
| KR101143178B1 (ko) | 아세트산 무수물 및 아세테이트 에스테르의 공동제조 방법 | |
| BR8506394A (pt) | Processo para a preparacao de hemiacetalesteres de acido glioxilico | |
| US5075493A (en) | Process for preparing α, β-unsaturated carboxylic acid ester | |
| JPH093030A (ja) | ２−ヒドロキシベンゾニトリルの製造法 | |
| US6162946A (en) | Processing for producing allyl 2-hydroxyisobutyrate | |
| JP2693160B2 (ja) | ３−ペンテン酸エステルの製造法 | |
| US6235924B1 (en) | Continuous process for preparing benzoic acid esters | |
| JP2884637B2 (ja) | 不飽和カルボン酸エステルの製造法 | |
| US3957730A (en) | Recovery of pure 2-methyl-2-hydroxy-heptanone-6 | |
| US4158008A (en) | Manufacture of propylene oxide | |
| JPS635017B2 (enExample) | ||
| JP2546992B2 (ja) | 環状ジヒドロキシジカルボン酸の製造法 | |
| JPS6150941A (ja) | グリオキシル酸エステルの製造方法 | |
| KR900001173B1 (ko) | 2-알콕시카르보닐-4-(4-피리딜)시클로헥사논의 제조방법 | |
| JPS60202839A (ja) | ジヒドロキシベンゾフエノンの製造方法 | |
| US4123443A (en) | Process for the preparation of bromoacetic acid and esters thereof | |
| JPH02273642A (ja) | 水を含まない酢酸メチル―メタノール混合物の連続的製造方法 | |
| US1856251A (en) | Process of manufacture of organic acid anhydrides | |
| SU426361A3 (ru) | СПОСОБ ПОЛУЧЕНИЯ ( + )-р-АМИНО- р- | |
| US20030120110A1 (en) | Catalysts and processes for the conversion of succinates to citraconates or itaconates | |
| SU625387A1 (ru) | Способ получени низших изоанатов |