The Journal of Organic Chemistry

Synthesis of nuclear monobromobenz [a] anthracenes

MS Newman, NS Hussain

Index: Newman, Melvin S.; Hussain, N. Shoukath Journal of Organic Chemistry, 1982 , vol. 47, # 15 p. 2837 - 2840

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Citation Number: 10

Abstract

(3) Replacement of Diazonium Salts. Reaction of 2-(2-lithio-4-methoxyphenyl)-4, 4-dimethyl- 2-0xazoline~~ with 1-naphthaldehyde followed by hydrolysis yielded 5-methoxy-3-(l- naphthyl) phthalide (18, 53% pure) which was reduced in 79% yield to pure 4-methoxy-2-[(1- naphthy1) methyllbenzoic acid (19). By reaction with methyllithium in ether, 19 was converted in 79% yield to pure 4-methoxy-2-[(1-naphthy1) methyllacetophenone (20), and ...