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Communication | Regular issue | Vol 16, No. 1, 1981, pp.25-30
Published online, 1st January, 1970
DOI: 10.3987/R-1981-01-0025
Syntheses of 4-Hydrocymethyl-1(2H)-phthalazinone and Its Analogs

Masayuki Ishikawa* and Yukuo Eguchi

*Tokyo Medical and Dental University, 2-3-10, Surugadai, Kanda, Chiyoda-ku 101-0062, Japan

Abstract

4-Hydroxymethyl-1(2H)-phthalazinone (2) was preferably prepared by reduction of 4-ethoxycarbonyl-1(2H)-phthalazinone with NaBH4 in EtOH in good yield. The synthetic method was applicable for the preparation of 7-ethoxycarbonyl-4-hydroxymethyl-1(2H)-phthalazinone and its 2-phenyl derivative, where the regioselective reduction of the ester at the position 4 was possible, leaving the ester at the position 7 intact. The Grignard reaction of 4-ethoxycarbonyl-1(2H)-phthalazinone was also described.