Preparation of 6-substituted-2-vinylnaphthalene

Details Preparation of 6-substituted-2-vinylnaphthalene Preparation of 6-substituted-2-vinylnaphthalene

1990-09-26

1992-02-11

Lone, Werren B.

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

568 25, 568631, 568632, 568654, 568735, 570182, 570183, 570190, 585500, 585654, C07C 3914, C07C 2336, C07C 4313

Patent

active

050877690

ABSTRACT:
A method of forming 6-substituted-2-vinyl naphthalene from a 2-substituted naphthalene compound wherein the substituent in the 2-position is an ortho-para directing electron-donating group not reactive with hydrogen fluoride, comprises contacting the naphthalene compound and an acylating agent with substantially anhydrous hydrogen fluoride to acylate the naphthalene compound to a 6-substituted-2-acylnaphthalene compound, hydrogenating the 6-substituted-2-acylnaphthalene compound to convert the 2-acyl substituent to an alcohol substituent, dehydrating the product of hydrogenation in the presence of a free radical inhibitor to convert the alcohol substituent to an olefinic substituent, and isolating the formed 6-substituted-2-vinylnaphthalene subsequent to the dehydration.

REFERENCES:
patent: 2468759 (1949-05-01), Johnson
patent: 3234286 (1966-02-01), Lawrence
patent: 4182916 (1980-01-01), Baskeyfield et al.
patent: 4593125 (1986-06-01), Davenport et al.
patent: 4675449 (1987-06-01), Davenport

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