GB824110A - Improvements in or relating to the preparation of asymmetrical bisphenols - Google Patents

Improvements in or relating to the preparation of asymmetrical bisphenols

Info

Publication number
GB824110A
GB824110A GB666856A GB666856A GB824110A GB 824110 A GB824110 A GB 824110A GB 666856 A GB666856 A GB 666856A GB 666856 A GB666856 A GB 666856A GB 824110 A GB824110 A GB 824110A
Authority
GB
United Kingdom
Prior art keywords
bromine
butyl
methylenediphenol
phenol
mol
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
Application number
GB666856A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Individual
Original Assignee
Individual
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Priority to GB666856A priority Critical patent/GB824110A/en
Publication of GB824110A publication Critical patent/GB824110A/en
Expired legal-status Critical Current

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
    • C07C37/62—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by introduction of halogen; by substitution of halogen atoms by other halogen atoms
    • 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
    • C07C37/18—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 condensation involving halogen atoms of halogenated compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

A 2-halo-4-alkyl- or 2-alkyl-4-halo-phenol is chloromethylated and the resulting 6-chloromethyl compound is condensed with from 0.6 to 1.5 mols., for each mol. of the original alkylhalophenol, of a 2 : 4-dihalo- or 2 : 4 : 5-trihalo-phenol in the presence of a catalytic amount of an aluminium halide to give a compound of the formula <FORM:0824110/IV (b)/1> (wherein one of R is an alkyl group of 1 to 4 carbon atoms and the other is chlorine or bromine, X is chlorine or bromine and Y is X or a hydrogen atom) which is subsequently separated. The chloromethylation may be effected with at least an equimolar quantity of formaldehyde, obtained from any of the usual sources therefor, and an excess of hydrogen chloride at 25 DEG to 100 DEG C. and preferably at 40 DEG to 75 DEG C. The product may then be extracted with an inert solvent such as tetrachlorethylene and then reacted with the halogenated phenol, preferably in a halogenated or other inert solvent at 40 DEG to 100 DEG C. and preferably at 70 DEG to 100 DEG C. The amount of catalyst used is about 0.1 mol. per mol. of phenolic constituents present. Examples describe the preparation of 31 : 4 : 41 : 61-tetrachloro - 6 - isopropyl - 2 : 21 - methylenediphenol; 4 : 41 : 61 - trichloro - 6 - isopropyl-, - 6 - sec. - butyl and - 6 - methyl - 2 : 21 - methylenediphenol and 41 : 6 : 61 - trichloro4 - tert. - butyl - 2 : 21 - methylenediphenol. A further list of starting materials in which R has the additional values of ethyl, propyl, n-butyl and iso-butyl and, when halogen, of bromine, and X and Y have the additional values of bromine is given. Reference has been directed by the Comptroller to Specifications 676,859 and 698,536.
GB666856A 1956-03-02 1956-03-02 Improvements in or relating to the preparation of asymmetrical bisphenols Expired GB824110A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB666856A GB824110A (en) 1956-03-02 1956-03-02 Improvements in or relating to the preparation of asymmetrical bisphenols

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB666856A GB824110A (en) 1956-03-02 1956-03-02 Improvements in or relating to the preparation of asymmetrical bisphenols

Publications (1)

Publication Number Publication Date
GB824110A true GB824110A (en) 1959-11-25

Family

ID=9818634

Family Applications (1)

Application Number Title Priority Date Filing Date
GB666856A Expired GB824110A (en) 1956-03-02 1956-03-02 Improvements in or relating to the preparation of asymmetrical bisphenols

Country Status (1)

Country Link
GB (1) GB824110A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1190953B (en) * 1960-09-01 1965-04-15 Ethyl Corp Process for the preparation of 3,5-ditertiaerbutyl-4-hydroxybenzyl chloride

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1190953B (en) * 1960-09-01 1965-04-15 Ethyl Corp Process for the preparation of 3,5-ditertiaerbutyl-4-hydroxybenzyl chloride

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