The Journal of Organic Chemistry

Synthesis of 10-(chloromethyl) benzo [a] pyrene

LM Deck, GH Daub

Index: Deck, Lorraine M.; Daub, Guido H. Journal of Organic Chemistry, 1983 , vol. 48, # 20 p. 3577 - 3580

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Citation Number: 8

Abstract

Treatment of the ester 2d with ethyl acrylatelO in the presence of sodium ethoxide gave a 75% yield of the ester 2e, which was readily converted to the half-ester 2f by partial hydrolysis (74% yield). Cyclization of 2f by treatment with anhydrous HF afforded the keto ester 3a in 71% yield. Reduction of the ester 3a by the Clemmensen method'l gave the ester 3c (87% yield), which was dehydrogenated with DDQ to IC in 65% yield. Reduction of the ...