GB991223A - Process for the production of n,n-di(hydroxyaryl) alkanes - Google Patents
Process for the production of n,n-di(hydroxyaryl) alkanesInfo
- Publication number
- GB991223A GB991223A GB1993863A GB1993863A GB991223A GB 991223 A GB991223 A GB 991223A GB 1993863 A GB1993863 A GB 1993863A GB 1993863 A GB1993863 A GB 1993863A GB 991223 A GB991223 A GB 991223A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tert
- butylphenol
- ketone
- acids
- specified
- 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
- C07C37/115—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 acetals
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Alkanes substituted on the same carbon atom with two similar or dissimilar hydroxyaryl groups are prepared by condensing a hydroxyaryl compound with an aldehyde containing 1-10 carbon atoms or with an activated ketone in the presence of a catalyst constituted by a strong organic acid containing no sulphur and in the presence also of an organic diluent which is a solvent for the starting materials. An activated ketone is defined as a ketone having a carbonyl group capable of forming a hydrate. A strong organic acid is defined as an organic acid having a dissociation constant at 25 DEG C. of at least 10-4. Specified aromatic hydroxy compounds are phenols and naphthols which may carry alkyl substitutents of 1-5 carbon atoms, e.g. 2 - isopropylphenol, 2 - tert. - butylphenol, 2 - methyl - 6 - isopropylphenol, 2 - methyl- 6 - tert. - butylphenol, 2,6 - di - tert. - butylphenol and 2,6-diisopropylphenol. The preferred aldehyde is formaldehyde, which may be taken as trioxymethylene. A specified ketone is trichloracetone. Specified catalysts include formic, acetic and propionic acids, mono-, di- and tri-chloro- and -fluoro-acetic acids, haloformic acids and chloro-propionic and butyric acids. The organic diluent may be tetrahydrofuran or dioxane, or the catalysts may be present in sufficient proportion to act as a diluent. The reaction may be effected at 50-150 DEG C. and at atmospheric, reduced or raised pressure. The starting materials may be substantially or completely anhydrous. Examples are given of the preparation of 3,31,5,51-tetra - tert. - butyl - 4,41 -dihydroxydiphenyl-methane by condensing 2.6-di-tert.-butylphenol with trioxymethylene in the presence of formic acid.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR898227A FR1331447A (en) | 1962-05-21 | 1962-05-21 | Process for the preparation of di (hydroxyaryl) alkanes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB991223A true GB991223A (en) | 1965-05-05 |
Family
ID=8779402
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1993863A Expired GB991223A (en) | 1962-05-21 | 1963-05-20 | Process for the production of n,n-di(hydroxyaryl) alkanes |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE632567A (en) |
| FR (1) | FR1331447A (en) |
| GB (1) | GB991223A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5291848A (en) * | 1976-01-24 | 1977-08-02 | Bayer Ag | Process for preparing 4*44dihydroxyy 3*3**5*5**tetraalkyldiphenylmethane |
-
1962
- 1962-05-21 FR FR898227A patent/FR1331447A/en not_active Expired
-
1963
- 1963-05-20 BE BE632567A patent/BE632567A/en unknown
- 1963-05-20 GB GB1993863A patent/GB991223A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR1331447A (en) | 1963-07-05 |
| BE632567A (en) | 1963-11-20 |
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