GB589070A - Alkylation of phenols - Google Patents
Alkylation of phenolsInfo
- Publication number
- GB589070A GB589070A GB25945/44A GB2594544A GB589070A GB 589070 A GB589070 A GB 589070A GB 25945/44 A GB25945/44 A GB 25945/44A GB 2594544 A GB2594544 A GB 2594544A GB 589070 A GB589070 A GB 589070A
- Authority
- GB
- United Kingdom
- Prior art keywords
- per cent
- tetraphosphoric acid
- phenols
- isobutylene
- cresol
- 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
- C07C37/14—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 by addition reactions, i.e. reactions involving at least one carbon-to-carbon unsaturated bond
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Phenols are alkylated by treating them with an olefine containing at least three carbon atoms at a temperature of 30-70 DEG C. in the presence of a catalytic amount (e.g. at least 2 per cent, preferably 5-10 per cent by weight) of tetraphosphoric acid H6P4O3, the greater part of which can be recovered and used again. The alkylation can be operated as a batch-type process by agitating a mixture of tetraphosphoric acid with the phenol whilst the olefine is introduced, or as a continuous process by allowing a mixture of phenol and tetraphosphoric acid to flow down a packed reaction tower in countercurrent to an upward flow of olefine gas. Any phenolic material may be alkylated by this process, preferably simple monohydroxy phenols, e.g. phenol, cresols, xylenols, ethyl phenols and mixtures such as cresylic acid. Specified olefines are propylene and branched chain olefines such as isobutylene and isoamylene. In examples: (1) p-cresol is treated with excess of isobutylene at 40 DEG C. in the presence of about 5 per cent by weight of tetraphosphoric acid yielding 2 : 6-di-tert.-butyl-4-methylphenol; (2) m-cresol and 5 per cent by weight of tetraphosphoric acid are agitated and heated to 60-66 DEG C. whilst an equimolecular proportion of isobutylene is introduced, to produce tert.-butyl-m-cresol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US589070XA | 1944-01-03 | 1944-01-03 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB589070A true GB589070A (en) | 1947-06-09 |
Family
ID=22019653
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB25945/44A Expired GB589070A (en) | 1944-01-03 | 1944-12-27 | Alkylation of phenols |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB589070A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111302904A (en) * | 2020-02-21 | 2020-06-19 | 江苏迈达新材料股份有限公司 | Alkylation continuous reaction device for BHT production |
-
1944
- 1944-12-27 GB GB25945/44A patent/GB589070A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN111302904A (en) * | 2020-02-21 | 2020-06-19 | 江苏迈达新材料股份有限公司 | Alkylation continuous reaction device for BHT production |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB1073638A (en) | A method for alkylating aromatic compounds | |
| US3417149A (en) | Transmethylation of methylsubstituted phenols | |
| US3880944A (en) | Friedel-Crafts reaction with graphite intercalated Lewis acids | |
| GB589070A (en) | Alkylation of phenols | |
| US3200157A (en) | Buls etal alkylation process | |
| GB2072172B (en) | Superacid catalyzed preparation of resorcinol from meta-isopropylphenol | |
| US2353282A (en) | Preparation of substituted phenols | |
| US2395956A (en) | Process for the recovery of unsaturated hydrocarbons from mixtures containing the same | |
| GB1062298A (en) | Process for the alkylation of phenol | |
| GB1042152A (en) | Process of acid activating mineral clays | |
| GB655124A (en) | Improvements in or relating to the preparation of poly-tert-butyl phenol or cresols | |
| GB974982A (en) | Production of 2,2-bis(hydroxyaryl) propanes | |
| US4424382A (en) | Superacid catalyzed preparation of resorcinol from meta-isopropylepheol | |
| GB701264A (en) | Improvements in and relating to the production of substituted phenols | |
| GB1526658A (en) | Method of preparing 2,6-ditert butylphenol | |
| GB645446A (en) | Improvements in or relating to the separation of dimethylphenols | |
| SU789461A1 (en) | Method of producing flotational reagent-accumulator | |
| US3692846A (en) | Rearrangement and disproportionation of lower alkyl phenols | |
| GB701438A (en) | Improvements in and relating to the production of phenols | |
| GB969415A (en) | Process for the separation of mixtures containing cresols and xylenols | |
| GB843745A (en) | Process for the preparation of 2, 6-dialkyl phenols | |
| GB981829A (en) | Production of substituted phenols | |
| GB1130272A (en) | Method of preparing dialkyl phenol compounds | |
| GB725873A (en) | Production of alkylphenols | |
| GB1193526A (en) | Coupling of Phenols with Quinol Ethers |