GB776204A - Nuclear alkylation of aromatic compounds containing a hydroxyl group - Google Patents
Nuclear alkylation of aromatic compounds containing a hydroxyl groupInfo
- Publication number
- GB776204A GB776204A GB5312/55A GB531255A GB776204A GB 776204 A GB776204 A GB 776204A GB 5312/55 A GB5312/55 A GB 5312/55A GB 531255 A GB531255 A GB 531255A GB 776204 A GB776204 A GB 776204A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phenols
- heating
- phenol
- under pressure
- metals
- 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
A process for nuclearly alkylating aromatic compounds containing a hydroxyl group comprises reacting an aromatic compound containing a phenolic hydroxyl group with an olefine at a temperature of about 250 DEG C. to about 400 DEG C. in the presence, as catalyst, of a salt formed by the reaction of the aromatic compound with a metal or alloy which metal or alloy is capable of reacting to form a metal salt with the aromatic hydroxy compound to be alkylated. Phenolic starting materials mentioned include phenol, alkyl, cycloalkyl and aryl phenols, naphthols such as a - and b -naphthols and homologues thereof and polyhydric phenols. Olefinic starting materials mentioned include ethylene, propylene, butylene and isobutylene, e.g. as formed in petroleum cracking, cyclo-olefines and aromatic substituted olefines such as styrene and mixtures of olefines. Metals, the salts of which are suitable as catalysts, include zinc, aluminium, iron, magnesium, calcium and lithium. Mixtures or alloys of these metals with one another or amalgams of these metals with small amounts of mercury may be used. In examples: o-ethyl and 2.6-diethyl phenols are obtained by heating ethylene under pressure with the product obtained by heating phenol with aluminium powder and mercuric chloride (1); 2-ethyl-2.6-diethyl- and triethyl phenols are obtained by heating ethylene and phenol under pressure with the product obtained by heating phenol with zinc dust and mercuric chloride (2); 2-ethyl- and 2.6-diethyl-4-cresols are obtained using p-cresol in a process similar to (1) (3); 1-ethyl-2-naphthol is obtained using b -naphthol in a process similar to (2) (4); o-isopropyl- and 2.6-disopropyl phenols are obtained by heating phenol with propylene with zinc dust under pressure (5); 2-methyl-6-isopropylphenol is obtained by heating o-cresol and magnesium shavings with propylene under pressure (6); o-secbutylphenol and 2.6-di(secbutyl) phenols are obtained by heating phenol with iron powder and butylene under pressure (7); o-cyclohexyl- and 2.6-dicyclohexyl phenols are obtained by heating phenol, cyclohexene and iron powder under pressure (8). Metal phenates are formed under the reaction conditions in examples in which metals are included in the reaction mixtures.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE776204X | 1954-02-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB776204A true GB776204A (en) | 1957-06-05 |
Family
ID=6686465
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5312/55A Expired GB776204A (en) | 1954-02-24 | 1955-02-22 | Nuclear alkylation of aromatic compounds containing a hydroxyl group |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB776204A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3032595A (en) * | 1958-07-10 | 1962-05-01 | Consolidation Coal Co | Ortho-alkylation of phenols |
-
1955
- 1955-02-22 GB GB5312/55A patent/GB776204A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3032595A (en) * | 1958-07-10 | 1962-05-01 | Consolidation Coal Co | Ortho-alkylation of phenols |
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