DE1264430B - Verfahren zur kontinuierlichen Herstellung von delta-Valerolacton - Google Patents
Verfahren zur kontinuierlichen Herstellung von delta-ValerolactonInfo
- Publication number
- DE1264430B DE1264430B DEA45413A DEA0045413A DE1264430B DE 1264430 B DE1264430 B DE 1264430B DE A45413 A DEA45413 A DE A45413A DE A0045413 A DEA0045413 A DE A0045413A DE 1264430 B DE1264430 B DE 1264430B
- Authority
- DE
- Germany
- Prior art keywords
- alkali
- valerolactone
- aqueous
- lactone
- 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.)
- Pending
Links
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 title claims description 33
- 238000000034 method Methods 0.000 title claims description 15
- 238000010924 continuous production Methods 0.000 title claims description 5
- 239000003513 alkali Substances 0.000 claims description 29
- 239000010410 layer Substances 0.000 claims description 23
- 150000002596 lactones Chemical class 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 10
- YSXDKDWNIPOSMF-UHFFFAOYSA-N 5-chloropentanoic acid Chemical compound OC(=O)CCCCCl YSXDKDWNIPOSMF-UHFFFAOYSA-N 0.000 claims description 9
- 239000003518 caustics Substances 0.000 claims description 9
- 238000006386 neutralization reaction Methods 0.000 claims description 9
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 238000007363 ring formation reaction Methods 0.000 claims description 5
- 238000000926 separation method Methods 0.000 claims description 5
- 150000001447 alkali salts Chemical class 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 239000012044 organic layer Substances 0.000 claims description 3
- 238000005292 vacuum distillation Methods 0.000 claims description 3
- 239000012266 salt solution Substances 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 7
- 239000000243 solution Substances 0.000 description 7
- 239000007864 aqueous solution Substances 0.000 description 6
- 238000004821 distillation Methods 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- -1 aliphatic chlorinated hydrocarbons Chemical class 0.000 description 2
- 229910001514 alkali metal chloride Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 229910017053 inorganic salt Inorganic materials 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- PHOJOSOUIAQEDH-UHFFFAOYSA-N 5-hydroxypentanoic acid Chemical compound OCCCCC(O)=O PHOJOSOUIAQEDH-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical group ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002149 estolides Chemical class 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 238000011031 large-scale manufacturing process Methods 0.000 description 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP1020463 | 1963-03-05 | ||
JP6284963 | 1963-11-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1264430B true DE1264430B (de) | 1968-03-28 |
Family
ID=26345436
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEA45413A Pending DE1264430B (de) | 1963-03-05 | 1964-03-05 | Verfahren zur kontinuierlichen Herstellung von delta-Valerolacton |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE644678A (enrdf_load_stackoverflow) |
DE (1) | DE1264430B (enrdf_load_stackoverflow) |
FR (1) | FR1383654A (enrdf_load_stackoverflow) |
GB (1) | GB1015409A (enrdf_load_stackoverflow) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3673492D1 (de) * | 1985-10-17 | 1990-09-20 | Nitto Chemical Industry Co Ltd | Verfahren zur herstellung von alpha,alpha-dimethyl-delta-valerolacton. |
-
1964
- 1964-03-04 BE BE644678D patent/BE644678A/xx unknown
- 1964-03-04 GB GB9219/64A patent/GB1015409A/en not_active Expired
- 1964-03-04 FR FR966070A patent/FR1383654A/fr not_active Expired
- 1964-03-05 DE DEA45413A patent/DE1264430B/de active Pending
Also Published As
Publication number | Publication date |
---|---|
FR1383654A (fr) | 1964-12-24 |
BE644678A (enrdf_load_stackoverflow) | 1964-07-01 |
GB1015409A (en) | 1965-12-31 |
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