GB734879A - Manufacture of 6-acyl-2-naphthols - Google Patents

Manufacture of 6-acyl-2-naphthols

Info

Publication number
GB734879A
GB734879A GB6602/53A GB660253A GB734879A GB 734879 A GB734879 A GB 734879A GB 6602/53 A GB6602/53 A GB 6602/53A GB 660253 A GB660253 A GB 660253A GB 734879 A GB734879 A GB 734879A
Authority
GB
United Kingdom
Prior art keywords
acid
naphthol
product
hydroxy
acylation
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
GB6602/53A
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Publication of GB734879A publication Critical patent/GB734879A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/46—Friedel-Crafts reactions

Abstract

6-Acyl-2-naphthols are manufactured by acylating a 2-hydroxy-1-naphthoic acid or a 2-naphthol-1-sulphonic acid with an organic acid chloride or anhydride in the presence of a Friedel-Crafts catalyst, and heating the acylation product in the presence of an aqueous mineral acid to split off the carboxyl or sulphonic acid group. Instead of a pure 2-naphthol-1-sulphonic acid there may be used as starting material a crude sulphonation mixture obtained by treating 2-naphthol with chlorsulphonic acid in a solvent suitable for the subsequent acylation. In examples: (1) 2-naphthol is sulphonated with chlorsulphonic acid in nitrobenzene, the reaction mixture is added to the addition product formed by introducing aluminium chloride and acetyl chloride into nitrobenzene, and the acylation product is isolated and heated with dilute sulphuric acid to produce 6-acetyl-2-naphthol; (2) 2-hydroxy-3-naphthoic acid is sulphonated with chlorsulphonic acid in dichlorethane in the presence of aluminium chloride, and the product is treated as in (1) (but using dichlorethane again as solvent in the acylation step) to give 6-acetyl-2-hydroxy-3-naphthoic acid; (3) 2-hydroxy-1-naphthoic acid is treated with succinic anhydride in dichlorethane in the presence of aluminium chloride, and the product is heated with dilute sulphuric acid to form 6-succinyl-2-naphthol; (4) the same product is obtained similarly from the mixture obtained by sulphonating 2-naphthol as in (3).
GB6602/53A 1952-03-11 1953-03-10 Manufacture of 6-acyl-2-naphthols Expired GB734879A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE734879X 1952-03-11

Publications (1)

Publication Number Publication Date
GB734879A true GB734879A (en) 1955-08-10

Family

ID=6641982

Family Applications (1)

Application Number Title Priority Date Filing Date
GB6602/53A Expired GB734879A (en) 1952-03-11 1953-03-10 Manufacture of 6-acyl-2-naphthols

Country Status (1)

Country Link
GB (1) GB734879A (en)

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