JPS61254555A - ３−メルカプトプロピオン酸エステルの製造法 - Google Patents
３−メルカプトプロピオン酸エステルの製造法Info
- Publication number
- JPS61254555A JPS61254555A JP9476985A JP9476985A JPS61254555A JP S61254555 A JPS61254555 A JP S61254555A JP 9476985 A JP9476985 A JP 9476985A JP 9476985 A JP9476985 A JP 9476985A JP S61254555 A JPS61254555 A JP S61254555A
- Authority
- JP
- Japan
- Prior art keywords
- ester
- acid ester
- reaction
- exchange resin
- mercaptopropionic
- 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
- 150000002148 esters Chemical class 0.000 title claims abstract description 16
- 238000004519 manufacturing process Methods 0.000 title claims description 8
- DKIDEFUBRARXTE-UHFFFAOYSA-N 3-mercaptopropanoic acid Chemical compound OC(=O)CCS DKIDEFUBRARXTE-UHFFFAOYSA-N 0.000 title abstract 2
- 239000003957 anion exchange resin Substances 0.000 claims abstract description 13
- 239000003054 catalyst Substances 0.000 claims abstract description 11
- YCLSOMLVSHPPFV-UHFFFAOYSA-N 3-(2-carboxyethyldisulfanyl)propanoic acid Chemical compound OC(=O)CCSSCCC(O)=O YCLSOMLVSHPPFV-UHFFFAOYSA-N 0.000 claims abstract description 10
- -1 acrylic ester Chemical class 0.000 claims description 28
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 4
- 238000011437 continuous method Methods 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 3
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 claims 1
- 239000006227 byproduct Substances 0.000 abstract description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 125000000217 alkyl group Chemical group 0.000 abstract description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 abstract 2
- 238000010923 batch production Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000010924 continuous production Methods 0.000 abstract 1
- 239000011347 resin Substances 0.000 abstract 1
- 229920005989 resin Polymers 0.000 abstract 1
- 239000002994 raw material Substances 0.000 description 7
- 238000004821 distillation Methods 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- 229910052739 hydrogen Inorganic materials 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 125000005396 acrylic acid ester group Chemical group 0.000 description 4
- 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 3
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 3
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 3
- 239000003456 ion exchange resin Substances 0.000 description 3
- 229920003303 ion-exchange polymer Polymers 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- GMJOKXSUZJDFOA-UHFFFAOYSA-N 3-[(3-methoxy-3-oxopropyl)disulfanyl]propanoic acid Chemical compound COC(=O)CCSSCCC(O)=O GMJOKXSUZJDFOA-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- BWGNESOTFCXPMA-UHFFFAOYSA-N Dihydrogen disulfide Chemical compound SS BWGNESOTFCXPMA-UHFFFAOYSA-N 0.000 description 2
- 239000003490 Thiodipropionic acid Substances 0.000 description 2
- 229920001429 chelating resin Polymers 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- KNNRUVZCMYNZKW-UHFFFAOYSA-N 3-(3-methoxy-3-oxopropyl)sulfanylpropanoic acid Chemical compound COC(=O)CCSCCC(O)=O KNNRUVZCMYNZKW-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- MGFFVSDRCRVHLC-UHFFFAOYSA-N butyl 3-sulfanylpropanoate Chemical compound CCCCOC(=O)CCS MGFFVSDRCRVHLC-UHFFFAOYSA-N 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
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- LDTLDBDUBGAEDT-UHFFFAOYSA-N methyl 3-sulfanylpropanoate Chemical compound COC(=O)CCS LDTLDBDUBGAEDT-UHFFFAOYSA-N 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000013076 target substance Substances 0.000 description 1
- 235000019303 thiodipropionic acid Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9476985A JPS61254555A (ja) | 1985-05-01 | 1985-05-01 | ３−メルカプトプロピオン酸エステルの製造法 |
| DE19863614065 DE3614065C2 (de) | 1985-05-01 | 1986-04-24 | Verfahren zum Herstellen von 3-Mercaptopropionsäureester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9476985A JPS61254555A (ja) | 1985-05-01 | 1985-05-01 | ３−メルカプトプロピオン酸エステルの製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS61254555A true JPS61254555A (ja) | 1986-11-12 |
| JPS6319509B2 JPS6319509B2 (enExample) | 1988-04-22 |
Family
ID=14119302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9476985A Granted JPS61254555A (ja) | 1985-05-01 | 1985-05-01 | ３−メルカプトプロピオン酸エステルの製造法 |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS61254555A (enExample) |
| DE (1) | DE3614065C2 (enExample) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997033865A1 (en) * | 1996-03-11 | 1997-09-18 | Nippon Shokubai Co., Ltd. | Process for the preparation of thiol compounds |
| WO2012119507A1 (zh) * | 2011-03-08 | 2012-09-13 | 北京天擎化工有限公司 | 3-巯基丙酸酯的制备 |
| WO2013076969A1 (ja) * | 2011-11-21 | 2013-05-30 | 三井化学株式会社 | β－メルカプトカルボン酸の製造方法 |
| US9206119B2 (en) | 2011-11-21 | 2015-12-08 | Mitsui Chemicals Inc. | Process for preparing β-mercaptocarboxylic acid |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0313811U (enExample) * | 1989-06-23 | 1991-02-13 | ||
| FR2756282B1 (fr) * | 1996-11-22 | 1998-12-31 | Elf Aquitaine | Procede de synthese d'esters de l'acide mercapto-3-propionique |
-
1985
- 1985-05-01 JP JP9476985A patent/JPS61254555A/ja active Granted
-
1986
- 1986-04-24 DE DE19863614065 patent/DE3614065C2/de not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997033865A1 (en) * | 1996-03-11 | 1997-09-18 | Nippon Shokubai Co., Ltd. | Process for the preparation of thiol compounds |
| US5821382A (en) * | 1996-03-11 | 1998-10-13 | Nippon Shokubai Co., Ltd. | Method for manufacturing thiol compounds |
| WO2012119507A1 (zh) * | 2011-03-08 | 2012-09-13 | 北京天擎化工有限公司 | 3-巯基丙酸酯的制备 |
| WO2013076969A1 (ja) * | 2011-11-21 | 2013-05-30 | 三井化学株式会社 | β－メルカプトカルボン酸の製造方法 |
| US9133112B2 (en) | 2011-11-21 | 2015-09-15 | Mitsui Chemicals, Inc. | Process for preparing β-mercaptocarboxylic acid |
| US9206119B2 (en) | 2011-11-21 | 2015-12-08 | Mitsui Chemicals Inc. | Process for preparing β-mercaptocarboxylic acid |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6319509B2 (enExample) | 1988-04-22 |
| DE3614065A1 (de) | 1986-11-06 |
| DE3614065C2 (de) | 1994-03-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPS61254540A (ja) | 立体障害性ヒドロキシフエニルカルボン酸エステルの製造方法 | |
| US7119233B2 (en) | Method for preparing 3-(methylthio)propanal | |
| JPS61254555A (ja) | ３−メルカプトプロピオン酸エステルの製造法 | |
| US3833651A (en) | Process for the preparation of dl-methionine | |
| CN112062712A (zh) | 一种2-（5-溴-3-甲基吡啶-2-基）乙酸盐酸盐的制备方法 | |
| SU1311619A3 (ru) | Способ получени метионина | |
| US3274243A (en) | Preparation of alkanoic thioamides | |
| US4230869A (en) | Process for preparing 5-(4-hydroxyphenyl)hydantoin | |
| JP3332561B2 (ja) | チオアリール化合物の製造方法 | |
| JPS5941984B2 (ja) | クロロチオ−ル蟻酸エステルの製造方法 | |
| JP3011493B2 (ja) | ４−アルキル−３−チオセミカルバジドの製造方法 | |
| JPH04305563A (ja) | β−メルカプトカルボン酸類の製造方法 | |
| SU861294A1 (ru) | Способ получени иодистоводородной кислоты | |
| JPH0417170B2 (enExample) | ||
| US4283344A (en) | Process for producing 1,1,3,3-tetrafluoro-1,3-dihydro-isobenzofuran | |
| US3901946A (en) | Method for the continuous manufacture of orthoformic acid alkyl esters | |
| IE43243B1 (en) | Prearation of d, l-pantolactone | |
| CN119874582B (zh) | 一种制备2-(苄硫基)-2-氧代乙酸乙酯的方法 | |
| US3308132A (en) | 6, 8-dithiooctanoyl amides and intermediates | |
| JPH0649667B2 (ja) | ２，２−ビス（４′−アクリロイルオキシ−３′，５′−ジブロモフエニル）プロパンの製造法 | |
| US3122583A (en) | Preparation of diaminopimelic acid | |
| JPH02172969A (ja) | ジチオールジ（メタ）アクリレートの製造法 | |
| JP4131025B2 (ja) | ケタジン及び水加ヒドラジンの製造方法 | |
| JP2590220B2 (ja) | α―アミノアセトニトリル鉱酸塩類の製造方法 | |
| JPS63246370A (ja) | アミン化合物の製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |