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Outgoing Links

Predicate Object
assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_c7ad58d3c0b071069a8ee0cb8c8ba2e8
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C45-46
filingDate 1953-03-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1955-08-10-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-734879-A
titleOfInvention Manufacture of 6-acyl-2-naphthols
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).
priorityDate 1952-03-11-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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