Syntheses of 9-(trifluoromethyl)-and 10-(trifluoromethyl)-7, 12-dimethylbenz [a] anthracenes

MS Newman, S Veeraraghavan

Index: Newman, Melvin S.; Veeraraghavan, Seshadri Journal of Organic Chemistry, 1983 , vol. 48, # 19 p. 3246 - 3248

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Citation Number: 14

Abstract

4, 4-Dimethyl-2-(2-lithio-4-(trifluoromethyl) phenyl)-2-oxazoline reacted with 2-and 1- naphthaldehydes to afford, after hydrolysis, 3-(2-naphthyl)-5-(trifluoromethyl) phthalide (6) and 34 l-naphthyl)-5-(trifluoromethyl) phthalide (7), respectively. Hydriodic acid reduction of these phthalides yielded 2-(2-naphthylmethyl)-4-(trifluoro-methy1) benzoic acid (8) and 2-(1- naphthylmethyl)-4-(trifluoromethyl) benzoic acid (9), which were cyclized and oxidized to 9 ...