GB381686A - Improvements in the manufacture and production of hydroxy ketones - Google Patents
Improvements in the manufacture and production of hydroxy ketonesInfo
- Publication number
- GB381686A GB381686A GB2498831A GB2498831A GB381686A GB 381686 A GB381686 A GB 381686A GB 2498831 A GB2498831 A GB 2498831A GB 2498831 A GB2498831 A GB 2498831A GB 381686 A GB381686 A GB 381686A
- Authority
- GB
- United Kingdom
- Prior art keywords
- heated
- formaldehyde
- autoclave
- acetone
- aqueous
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
- C07C45/75—Reactions with formaldehyde
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
- C07C49/17—Saturated compounds containing keto groups bound to acyclic carbon atoms containing hydroxy groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/385—Saturated compounds containing a keto group being part of a ring
- C07C49/487—Saturated compounds containing a keto group being part of a ring containing hydroxy groups
- C07C49/497—Saturated compounds containing a keto group being part of a ring containing hydroxy groups a keto group being part of a six-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Methylol-ketones are manufactured from open chain aliphatic or cycloaliphatic ketones and formaldehyde or agents supplying formaldehyde, such as paraformaldehyde and trioxymethylene, by warming the said initial materials in a neutral aqueous or aqueous-alcoholic medium in the absence of condensing agents. The reaction may be carried out at 50-200 DEG C., preferably at about 100-150 DEG C., and preferably in closed, pressure-tight vessels. In order to ensure the complete consumption of the aldehyde, excess of ketone, e.g. two molecular proportions or more, may be employed. In examples: (1) acetone and aqueous formaldehyde are heated to 100 DEG C. in a low pressure vessel to produce unsymmetrical dimethylolacetone; (2) methylethyl ketone and aqueous formaldehyde are heated in an autoclave to 120 DEG C. yielding dimethylol-methylethyl ketone; (3) acetone is heated with trioxymethylene and aqueous formaldehyde in an autoclave to 120 DEG C., producing dimethylol-acetone; (4) cyclohexanone and aqueous formaldehyde are heated in an autoclave to 120 DEG C. to produce a compound of the probable formula <FORM:0381686/IV/1> (5) acetone is heated with trioxymethylene, aqueous formaldehyde and ethyl alcohol in an autoclave to 120 DEG C. yielding dimethylolacetone.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2498831A GB381686A (en) | 1931-09-05 | 1931-09-05 | Improvements in the manufacture and production of hydroxy ketones |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2498831A GB381686A (en) | 1931-09-05 | 1931-09-05 | Improvements in the manufacture and production of hydroxy ketones |
Publications (1)
Publication Number | Publication Date |
---|---|
GB381686A true GB381686A (en) | 1932-10-13 |
Family
ID=10220397
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2498831A Expired GB381686A (en) | 1931-09-05 | 1931-09-05 | Improvements in the manufacture and production of hydroxy ketones |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB381686A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2462031A (en) * | 1945-06-16 | 1949-02-15 | Gen Mills Inc | Condensation of ketones with formaldehyde |
US2480347A (en) * | 1945-06-16 | 1949-08-30 | Gen Mills Inc | Esters |
US3544634A (en) * | 1966-09-15 | 1970-12-01 | Basf Ag | Production of 3-ketobutanol-(1) |
DE1618098B1 (en) * | 1967-02-25 | 1971-10-14 | Basf Ag | Process for the preparation of alkenols and alkenones |
-
1931
- 1931-09-05 GB GB2498831A patent/GB381686A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2462031A (en) * | 1945-06-16 | 1949-02-15 | Gen Mills Inc | Condensation of ketones with formaldehyde |
US2480347A (en) * | 1945-06-16 | 1949-08-30 | Gen Mills Inc | Esters |
US3544634A (en) * | 1966-09-15 | 1970-12-01 | Basf Ag | Production of 3-ketobutanol-(1) |
DE1618098B1 (en) * | 1967-02-25 | 1971-10-14 | Basf Ag | Process for the preparation of alkenols and alkenones |
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