GB941995A - Process of condensation monohydric phenols and ketones - Google Patents
Process of condensation monohydric phenols and ketonesInfo
- Publication number
- GB941995A GB941995A GB12409/61A GB1240961A GB941995A GB 941995 A GB941995 A GB 941995A GB 12409/61 A GB12409/61 A GB 12409/61A GB 1240961 A GB1240961 A GB 1240961A GB 941995 A GB941995 A GB 941995A
- Authority
- GB
- United Kingdom
- Prior art keywords
- calcium chloride
- boron trifluoride
- ketone
- phenol
- complex
- 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
- C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
- C07C37/11—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms
- C07C37/20—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by reactions increasing the number of carbon atoms using aldehydes or ketones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention describes a process of condensing a monohydric phenol e.g. phenol, o-cresol or m-cresol and a ketone e.g. acetone, ethyl methyl ketone, diethyl ketone or cyclohexanone, in the presence of a complex compound of boron trifluoride and a saturated aliphatic carboxylic acid. The latter may be monobasic, e.g. formic, propionic, butyric or dibasic fatty acid, e.g. oxalic or a hydroxy derivative of such fatty acids e.g. lactic acid, and the complex may have the general formula BF3(R.COOH)2 where R is hydrogen or an aliphatic saturated monovalent radical having not more than 9 carbon atoms. The phenol is preferably applied in excess of the ketone the molar ratio being 3:10 mols of the monohydric phenol for 1 mol of the ketone. A dehydrating agent e.g. calcium chloride, magnesium chloride or silica gel is preferably present. In one example phenol and acetone are reacted together in the presence of calcium chloride and a complex of boron trifluoride and acetic acid to give 4,41dioxydiphenyl dimethyl methane. The same compound is produced according to other examples by using a formic, propionic, butyric, lactic or oxalic acid complexes. 1,1-bis-(4-hydroxy phenyl) cyclohexane is obtained by reacting phenol and cyclohexanone in the presence of calcium chloride and boron trifluoride acetic acid complex. 2,2-bis-(4-hydroxyphenyl) butane is obtained by reacting phenol and methyl-ethyl ketone in the presence of calcium chloride and boron trifluoride acetic acid complex. 4,41dihydroxy 3,31dimethyl diphenyl dimethyl methane is obtained by reacting o-cresol and acetone in the presence of calcium chloride and boron trifluoride acetic acid complex. 4,41dihydroxy- 3,31dimethyl diethyl methane is obtained by reacting o-cresol with diethyl ketone in the presence of calcium chloride and boron trifluoride acetic acid complex. 2,21-bis-(4 hydroxy-2 methylphenyl) propane is obtained by reacting m-cresol and acetone in the presence of calcium chloride and boron trifluoride acetic acid complex.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT271060A AT218517B (en) | 1960-04-08 | 1960-04-08 | Process for the preparation of 4,4'-dioxydiphenylalkanes or -cycloalkanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB941995A true GB941995A (en) | 1963-11-20 |
Family
ID=3539069
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB12409/61A Expired GB941995A (en) | 1960-04-08 | 1961-04-06 | Process of condensation monohydric phenols and ketones |
Country Status (4)
| Country | Link |
|---|---|
| AT (1) | AT218517B (en) |
| BE (1) | BE601797A (en) |
| CH (1) | CH383992A (en) |
| GB (1) | GB941995A (en) |
-
1960
- 1960-04-08 AT AT271060A patent/AT218517B/en active
-
1961
- 1961-03-14 CH CH303761A patent/CH383992A/en unknown
- 1961-03-24 BE BE601797A patent/BE601797A/en unknown
- 1961-04-06 GB GB12409/61A patent/GB941995A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| AT218517B (en) | 1961-12-11 |
| CH383992A (en) | 1964-11-15 |
| BE601797A (en) | 1961-07-17 |
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