Synthesis of 2,2-dimethyl-3,4-dibromo-7,8 diacetoxychromen

Abstract

2,2-Dimethyl-7,8-dihydroxychroman (I) was obtained in 70% yield by condensation of pyrogallol with isoprene in the presence of orthophosphoric acid. I reacted with excess Ac2O in the presence of concentrated H2SO4 gave 2,2-dimethyl-7,8-diacetoxychroman (II) in 88% yield. Treating II with N-bromosuccimide in the presence of benzoyl peroxide gave 65%the title compound (III). By contact or topical application III inhibited feeding in 2nd, 3rd, 4th, 5th, instar nymphs of Oxya Chinensis Thumberg.

Key words: ACTIVITY, BROMINE COMPOUNDS, BENZOYL PEROXIDE, INSECT HORMONE, BENZENETRIOL, ISOPRENE

CLC Number:

O621

Cite this article

HU DEPING;JIN SHISEN;CHEN SHANMEI. Synthesis of 2,2-dimethyl-3,4-dibromo-7,8 diacetoxychromen[J]. Chin. J. Org. Chem., 1992, 12(4): 384-386.

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2,2-二甲基-3,4-二溴-7,8-二乙酸基色烯的合成