GB1458097A - Process for the production of alkene-1,5-diols - Google Patents
Process for the production of alkene-1,5-diolsInfo
- Publication number
- GB1458097A GB1458097A GB3083774A GB3083774A GB1458097A GB 1458097 A GB1458097 A GB 1458097A GB 3083774 A GB3083774 A GB 3083774A GB 3083774 A GB3083774 A GB 3083774A GB 1458097 A GB1458097 A GB 1458097A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diols
- alkene
- formaldehyde
- isobutene
- methyl
- 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
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
1458097 Alkene-1,5-diols CHEVRON RESEARCH CO 11 July 1974 [16 July 1973 8 April 1974] 30837/74 Heading C2C Alkene-1,5-diols are prepared by mixing 3- methyl-3-buten-1-ol with water and formaldehyde and reacting the mixture in the presence of added isobutene at elevated temperature and pressure, the temperature being below the critical temperature of the said mixture, and the pressure sufficiently high to maintain at least part of the reaction mixture in the liquid phase. The diols obtained are 3-methylene- 1,5 - pentanediol and the two 3 - methyl- 2 - pentene - 1,5 - diol isomers. The temperature is preferably 150-300‹ C. and the pH of the mixture between 4À0 and 7À0, maintained by a buffer comprising a weak acid and the salt of a weak acid; pressure is conveniently 100-5000 p.s.i.g. The formaldehyde is conveniently added with the water as an aqueous solution. It is preferred that sufficient isobutene and formaldehyde are added so that production of alkene-1,5-diols takes place with no net consumption of 3-methyl-3-buten-1-ol, the overall result being the production of the alkene diols from isobutene and formaldehyde in a single stage. The product may be separated into two portions, one containing the diols and the other comprising formaldehyde, water, isobutene and 3-methyl-3-buten-1-ol, the second portion being recycled to the reaction, optionally after partial dehydration, e.g. by salting out water with concentrated aqueous potassium carbonate. Alternatively the product may be separated into isobutene (recycled), water, 3-methyl-3-buten-1-ol (recycled) and alkene-1,5-diols. A solvent, e.g. a lower alcohol, may be present.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US37951173A | 1973-07-16 | 1973-07-16 | |
US45862574A | 1974-04-08 | 1974-04-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1458097A true GB1458097A (en) | 1976-12-08 |
Family
ID=27008649
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3083774A Expired GB1458097A (en) | 1973-07-16 | 1974-07-11 | Process for the production of alkene-1,5-diols |
Country Status (5)
Country | Link |
---|---|
JP (1) | JPS5314046B2 (en) |
CA (1) | CA1043358A (en) |
DE (1) | DE2433513C3 (en) |
FR (1) | FR2237867B1 (en) |
GB (1) | GB1458097A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113880689A (en) * | 2021-11-12 | 2022-01-04 | 万华化学集团股份有限公司 | Preparation method of 3-methyl-1, 5-pentanediol |
CN114315515A (en) * | 2022-01-19 | 2022-04-12 | 万华化学集团股份有限公司 | Recycling method of 3-methyl-3-butenol process by-product |
CN114349598A (en) * | 2022-01-18 | 2022-04-15 | 万华化学集团股份有限公司 | Method for preparing 3-methylene-1, 5-pentanediol and 3-methyl-2-pentene-1, 5-diol |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105175222B (en) * | 2015-09-22 | 2017-08-29 | 山东新和成药业有限公司 | A kind of method for reducing the alcohol product residue formaldehyde of 3 methyl, 3 butylene 1 |
KR102560200B1 (en) * | 2017-01-31 | 2023-07-26 | 주식회사 쿠라레 | Method for producing γ,δ-unsaturated alcohol |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH509241A (en) * | 1967-02-25 | 1971-06-30 | Basf Ag | Process for the preparation of compounds with an alk-3-en-1-ol structure |
DE1275049B (en) * | 1967-02-25 | 1968-08-14 | Basf Ag | Process for the preparation of 3-methylbutene- (3) -ol- (1) |
US3692848A (en) * | 1969-06-06 | 1972-09-19 | Basf Ag | Production of alkenediols |
-
1974
- 1974-07-11 GB GB3083774A patent/GB1458097A/en not_active Expired
- 1974-07-12 DE DE19742433513 patent/DE2433513C3/en not_active Expired
- 1974-07-12 FR FR7424437A patent/FR2237867B1/fr not_active Expired
- 1974-07-15 CA CA204,811A patent/CA1043358A/en not_active Expired
- 1974-07-16 JP JP8159274A patent/JPS5314046B2/ja not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN113880689A (en) * | 2021-11-12 | 2022-01-04 | 万华化学集团股份有限公司 | Preparation method of 3-methyl-1, 5-pentanediol |
CN113880689B (en) * | 2021-11-12 | 2023-05-30 | 万华化学集团股份有限公司 | Preparation method of 3-methyl-1, 5-pentanediol |
CN114349598A (en) * | 2022-01-18 | 2022-04-15 | 万华化学集团股份有限公司 | Method for preparing 3-methylene-1, 5-pentanediol and 3-methyl-2-pentene-1, 5-diol |
CN114315515A (en) * | 2022-01-19 | 2022-04-12 | 万华化学集团股份有限公司 | Recycling method of 3-methyl-3-butenol process by-product |
CN114315515B (en) * | 2022-01-19 | 2022-11-08 | 万华化学集团股份有限公司 | Recycling method of 3-methyl-3-butenol process by-product |
Also Published As
Publication number | Publication date |
---|---|
FR2237867B1 (en) | 1977-07-01 |
FR2237867A1 (en) | 1975-02-14 |
JPS50111003A (en) | 1975-09-01 |
JPS5314046B2 (en) | 1978-05-15 |
DE2433513A1 (en) | 1975-02-13 |
DE2433513C3 (en) | 1985-10-24 |
CA1043358A (en) | 1978-11-28 |
DE2433513B2 (en) | 1978-06-29 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
GB1463266A (en) | Preparation of hydroxypivaldehyde | |
GB1458097A (en) | Process for the production of alkene-1,5-diols | |
GB1053773A (en) | ||
KR840002765A (en) | Selective preparation of 2-hydroxynaphthalene-6-carboxylic acid | |
GB1393929A (en) | Production of di-4-chlorophenyl sulphone | |
KR870001267A (en) | Process for preparing fiber-reactive azo compound | |
GB1520403A (en) | Manufacture of sodium dithionite | |
GB731917A (en) | Manufacture of 2-ethyl-hexanal-(1) and 2-ethyl-hexanol-(1) | |
BE904094A (en) | PLANT GROWTH STIMULATOR, ITS PREPARATION AND USE. | |
Taylor et al. | The Conversion of Acetone to Isoprene | |
FR2393536A1 (en) | PROCESS FOR THE PRODUCTION OF LIQUEFIED FISH PROTEINS | |
SU65707A1 (en) | The method of obtaining chloronitromethane | |
SU87619A1 (en) | The method of degreasing hair sheepskin or wool solutions of soap and soda | |
SU144479A1 (en) | Method for producing diethylenetriaminepentaacetic acid | |
UA7014A1 (en) | METHOD OF PREPARATION OF 4-AMINO-5-CHLORINE-1-PHENYLPYRIDAZONE- (6) | |
BE817722A (en) | Alkenediols from 3-methyl-3-buten-1-ol - plus aqueous formaldehyde with added isobutene for higher yields | |
SU985029A1 (en) | Method of preparing soft collagen-containing raw material for producing glutin | |
IT1205877B (en) | Alkenediols from 3-methyl-3-buten-1-ol - plus aqueous formaldehyde with added isobutene for higher yields | |
SU497283A1 (en) | Method for preparing benzoic or hydroxybenzoic acid α-oxyethyl esters | |
GB1431108A (en) | Production of butyne-2-diol-1,4 | |
SU114338A1 (en) | The method of obtaining solid synthetic tanning agents | |
SU137498A1 (en) | The method of obtaining surfactants | |
GB1266812A (en) | ||
GB1334417A (en) | Process for the preparation of 2-hexanal | |
JPS54107511A (en) | Preparation of bio-active substance |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 19940710 |