JPS5779185A - Manufacture of n-valerianic acid or its ester - Google Patents
Manufacture of n-valerianic acid or its esterInfo
- Publication number
- JPS5779185A JPS5779185A JP55156232A JP15623280A JPS5779185A JP S5779185 A JPS5779185 A JP S5779185A JP 55156232 A JP55156232 A JP 55156232A JP 15623280 A JP15623280 A JP 15623280A JP S5779185 A JPS5779185 A JP S5779185A
- Authority
- JP
- Japan
- Prior art keywords
- distillation
- methyl
- mixture
- valerianic acid
- separated
- 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 abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 6
- 238000004821 distillation Methods 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 4
- SHCSFZHSNSGTOP-UHFFFAOYSA-N Methyl 4-pentenoate Chemical compound COC(=O)CCC=C SHCSFZHSNSGTOP-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- ALOUNLDAKADEEB-UHFFFAOYSA-N dimethyl sebacate Chemical compound COC(=O)CCCCCCCCC(=O)OC ALOUNLDAKADEEB-UHFFFAOYSA-N 0.000 abstract 2
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- UOBSVARXACCLLH-UHFFFAOYSA-N monomethyl adipate Chemical compound COC(=O)CCCCC(O)=O UOBSVARXACCLLH-UHFFFAOYSA-N 0.000 abstract 2
- 239000007858 starting material Substances 0.000 abstract 2
- 230000002378 acidificating effect Effects 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 239000006227 byproduct Substances 0.000 abstract 1
- 229940014772 dimethyl sebacate Drugs 0.000 abstract 1
- 230000032050 esterification Effects 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- 239000002304 perfume Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000011282 treatment Methods 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)
Abstract
PURPOSE: To obtain n-valerianic acid or its ester suitable for use as starting material for perfume and industrially useful by-products by subjecting industrially advantageous monomethyl adipate as starting material to electrolytic oxidation, distillation, treatment with an acidic aqueous soln. and distillation or esterification and distillation.
CONSTITUTION: Monomethyl adipate is electrolytically oxidized in the presence of its alkali metallic salt in methanol as a solvent. The water concn. of the electrolytic soln. is kept at 0.15W3.0wt%. The product is freed of methanol and separated into a mixture of methyl allylacetate with methyl n-valerianate and dimethyl sebacate by distillation. The mixture is treated with sulfuric acid having 40W90wt% concn. to convert the methyl allylacetate into γ-valerolactone and the methyl n-valerianate into n-valerianic acid. This n-valerianic acid is separated from the mixture by distillation, or the mixture is esterified to form n-valerianic acid ester, which is then separated by distillation.
COPYRIGHT: (C)1982,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55156232A JPS5837397B2 (en) | 1980-11-06 | 1980-11-06 | Method for producing n-valeric acid or its esters |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55156232A JPS5837397B2 (en) | 1980-11-06 | 1980-11-06 | Method for producing n-valeric acid or its esters |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5779185A true JPS5779185A (en) | 1982-05-18 |
| JPS5837397B2 JPS5837397B2 (en) | 1983-08-16 |
Family
ID=15623250
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55156232A Expired JPS5837397B2 (en) | 1980-11-06 | 1980-11-06 | Method for producing n-valeric acid or its esters |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5837397B2 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0306875A3 (en) * | 1987-09-09 | 1990-04-18 | BASF Aktiengesellschaft | Process for the preparation of 5-methyl butyrolactone |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7075337B2 (en) | 2016-04-01 | 2022-05-25 | 日立金属株式会社 | Insulated wires, coils and vehicle motors |
-
1980
- 1980-11-06 JP JP55156232A patent/JPS5837397B2/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0306875A3 (en) * | 1987-09-09 | 1990-04-18 | BASF Aktiengesellschaft | Process for the preparation of 5-methyl butyrolactone |
| US5189182A (en) * | 1987-09-09 | 1993-02-23 | Basf Aktiengesellschaft | Preparation of 5-methylbutyrolactone |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5837397B2 (en) | 1983-08-16 |
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