JPS5939851A - エステル化方法 - Google Patents
エステル化方法Info
- Publication number
- JPS5939851A JPS5939851A JP14814482A JP14814482A JPS5939851A JP S5939851 A JPS5939851 A JP S5939851A JP 14814482 A JP14814482 A JP 14814482A JP 14814482 A JP14814482 A JP 14814482A JP S5939851 A JPS5939851 A JP S5939851A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- dialkyl
- halogenide
- carboxylic acid
- alcohol
- 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
- 238000005886 esterification reaction Methods 0.000 title claims description 8
- 230000032050 esterification Effects 0.000 title claims description 5
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 14
- 238000006243 chemical reaction Methods 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000005843 halogen group Chemical group 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 9
- PTDNHYVEBIHJBK-UHFFFAOYSA-M 2-chloro-1,3-dimethylimidazol-1-ium;chloride Chemical group [Cl-].CN1C=C[N+](C)=C1Cl PTDNHYVEBIHJBK-UHFFFAOYSA-M 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 150000004820 halides Chemical class 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract description 10
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract description 6
- 150000002148 esters Chemical class 0.000 abstract description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract description 4
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract description 4
- 125000003158 alcohol group Chemical group 0.000 abstract description 2
- 239000003814 drug Substances 0.000 abstract description 2
- 230000005494 condensation Effects 0.000 abstract 3
- 238000009833 condensation Methods 0.000 abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 230000002140 halogenating effect Effects 0.000 abstract 1
- 125000003431 oxalo group Chemical group 0.000 abstract 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 15
- 239000000203 mixture Substances 0.000 description 6
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 6
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 2
- SHEVDWZZFZVSHA-UHFFFAOYSA-N 6-(diaminomethylideneamino)hexanoic acid methanesulfonic acid Chemical compound CS(O)(=O)=O.NC(N)=NCCCCCC(O)=O SHEVDWZZFZVSHA-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
- -1 oxalyl halide Chemical class 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- YKGYIDJEEQRWQH-UHFFFAOYSA-N 4-[6-(diaminomethylideneamino)-1-oxohexoxy]benzoic acid ethyl ester Chemical compound CCOC(=O)C1=CC=C(OC(=O)CCCCCN=C(N)N)C=C1 YKGYIDJEEQRWQH-UHFFFAOYSA-N 0.000 description 1
- BVHDLCMLWONHHK-UHFFFAOYSA-N 6-(diaminomethylideneamino)hexanoic acid;hydrochloride Chemical compound Cl.NC(=N)NCCCCCC(O)=O BVHDLCMLWONHHK-UHFFFAOYSA-N 0.000 description 1
- NSDYIDKTTPXCRH-UHFFFAOYSA-N 6-guanidinohexanoic acid Chemical compound NC(=N)NCCCCCC(O)=O NSDYIDKTTPXCRH-UHFFFAOYSA-N 0.000 description 1
- 239000005711 Benzoic acid Substances 0.000 description 1
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 235000010233 benzoic acid Nutrition 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 210000003068 cdc Anatomy 0.000 description 1
- HCUYBXPSSCRKRF-UHFFFAOYSA-N diphosgene Chemical compound ClC(=O)OC(Cl)(Cl)Cl HCUYBXPSSCRKRF-UHFFFAOYSA-N 0.000 description 1
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 1
- 229940043351 ethyl-p-hydroxybenzoate Drugs 0.000 description 1
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 1
- YAMHXTCMCPHKLN-UHFFFAOYSA-N imidazolidin-2-one Chemical compound O=C1NCCN1 YAMHXTCMCPHKLN-UHFFFAOYSA-N 0.000 description 1
- MTNDZQHUAFNZQY-UHFFFAOYSA-N imidazoline Chemical compound C1CN=CN1 MTNDZQHUAFNZQY-UHFFFAOYSA-N 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14814482A JPS5939851A (ja) | 1982-08-26 | 1982-08-26 | エステル化方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP14814482A JPS5939851A (ja) | 1982-08-26 | 1982-08-26 | エステル化方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5939851A true JPS5939851A (ja) | 1984-03-05 |
| JPS6245223B2 JPS6245223B2 (enrdf_load_stackoverflow) | 1987-09-25 |
Family
ID=15446246
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP14814482A Granted JPS5939851A (ja) | 1982-08-26 | 1982-08-26 | エステル化方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5939851A (enrdf_load_stackoverflow) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0751131A1 (en) * | 1995-06-20 | 1997-01-02 | MITSUI TOATSU CHEMICALS, Inc. | A process for preparing an acyl halide or sulfonyl halide |
| US6127583A (en) * | 1998-04-07 | 2000-10-03 | Mitsui Chemicals, Inc. | Process for preparing acetylene derivative from a ketone compound |
| JP2006219477A (ja) * | 2005-01-17 | 2006-08-24 | Sumitomo Chemical Co Ltd | カルボン酸エステルの製造方法 |
| CN100427470C (zh) * | 2006-06-15 | 2008-10-22 | 渤海大学 | 氯代1,3-二甲基-2-氯咪唑啉的合成工艺 |
-
1982
- 1982-08-26 JP JP14814482A patent/JPS5939851A/ja active Granted
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0751131A1 (en) * | 1995-06-20 | 1997-01-02 | MITSUI TOATSU CHEMICALS, Inc. | A process for preparing an acyl halide or sulfonyl halide |
| US5750779A (en) * | 1995-06-20 | 1998-05-12 | Mitsui Toatsu Chemicals, Inc. | Preparation process of acyl halide or sulfonyl halide |
| US6127583A (en) * | 1998-04-07 | 2000-10-03 | Mitsui Chemicals, Inc. | Process for preparing acetylene derivative from a ketone compound |
| JP2006219477A (ja) * | 2005-01-17 | 2006-08-24 | Sumitomo Chemical Co Ltd | カルボン酸エステルの製造方法 |
| CN100427470C (zh) * | 2006-06-15 | 2008-10-22 | 渤海大学 | 氯代1,3-二甲基-2-氯咪唑啉的合成工艺 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6245223B2 (enrdf_load_stackoverflow) | 1987-09-25 |
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