GB1166636A - Process for the production of Cycloacetal Esters and Cycloketal Esters - Google Patents
Process for the production of Cycloacetal Esters and Cycloketal EstersInfo
- Publication number
- GB1166636A GB1166636A GB5382266A GB5382266A GB1166636A GB 1166636 A GB1166636 A GB 1166636A GB 5382266 A GB5382266 A GB 5382266A GB 5382266 A GB5382266 A GB 5382266A GB 1166636 A GB1166636 A GB 1166636A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- esters
- cycloketal
- cycloacetal
- mono
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
- C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
- C07D317/20—Free hydroxyl or mercaptan
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
1,166,636. Cycloacetal and cycloketal esters. CHEMISCHE WERKE HULS A.G. 1 Dec., 1966 [2 Dec., 1965], No. 53822/66. Heading C2C. Cycloacetal esters and cycloketal esters are prepared by reacting a Cycloacetal alcohol or cycloketal alcohol, obtainable by heating in the presence of an acid catalyst and with removal of water of reaction an aldehyde, a C 3-7 aliphatic or cycloaliphatic ketone or an aromatic ketone and a triol of the formula l is 0 or 1-8, m is 0 or 1-14, + m being at least one, and each R represents hydrogen or an organic substituent, with a mono- or di-carboxylic acid, or an anhydride thereof, in the presence of a separate, strongly acidic catalyst having a pka of not more than 4 whilst removing the water of reaction to produce the mono-ester of the mono-acid or the di-ester of the di-acid. Many suitable aliphatic, cycloaliphatic and aromatic aldehydes and ketones and triols from which the starting cycloacetal and cycloketal alcohols can be prepared are specified. Suitable mono- and di-carboxylic acids include aliphatic, halogenated aliphatic, cycloaliphatic and aromatic acids. Esterification may be effected at 70‹-180‹ C. using stoichiometric proportions of alcohol and acid and in the presence of a water entrainer, e.g. benzene. Specified acidic catalysts having the required pka are H2SO 4 ,H 3 PO 4 , HC1O 4 , p-toluenesulphonic acid, trichloroacetic acid, cationic ionexchangers, and acid-treated bleaching earths, e.g. montmorillonite. Examples describe the preparation of esters from a variety of cycloacetal and cycloketal alcohols containing 1,3- dioxane and 1,3-dioxolane rings and formic, lauric, acetic, oxalic, butyric, chloroacetic, succinic, propionic, trichloroacetic, phenylacetic, adipic, benzoic, palmitic and α-ethylbutyric acids.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEC0037556 | 1965-12-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1166636A true GB1166636A (en) | 1969-10-08 |
Family
ID=7022874
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5382266A Expired GB1166636A (en) | 1965-12-02 | 1966-12-01 | Process for the production of Cycloacetal Esters and Cycloketal Esters |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE1493572A1 (en) |
| FR (1) | FR1502385A (en) |
| GB (1) | GB1166636A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115819645A (en) * | 2022-09-09 | 2023-03-21 | 浙江国能科技有限公司 | Preparation method of polyreactive ultraviolet curing conductive adhesive resin matrix |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4243592A (en) * | 1979-03-12 | 1981-01-06 | The Upjohn Company | 9,11-Dideoxy-10-oxa-TXB compounds |
| RU2503670C1 (en) * | 2012-05-10 | 2014-01-10 | Федеральное государственное бюджетное образовательное учреждение высшего профессионального образования "Уфимский государственный нефтяной технический университет" | Method of producing monochloroacetic acid ester containing 1,3-dioxane substitute |
-
1964
- 1964-12-02 DE DE19641493572 patent/DE1493572A1/en active Pending
-
1966
- 1966-11-29 FR FR85350A patent/FR1502385A/en not_active Expired
- 1966-12-01 GB GB5382266A patent/GB1166636A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115819645A (en) * | 2022-09-09 | 2023-03-21 | 浙江国能科技有限公司 | Preparation method of polyreactive ultraviolet curing conductive adhesive resin matrix |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1502385A (en) | 1967-11-18 |
| DE1493572A1 (en) | 1969-11-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |