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HRID 36925作成日:2026年10月24日

Ethanol → 3-(3,4-dihydroxycinnamoylamino)-4-(2-methylphenyl)-7,8-dihydrocyclopenta[g][1]benzopyran-2(6H)-one

https://huagongshe.com/ja/reaction/36925

反応式

関与物質

役割名称HCID仕込み量
反応物EthanolHCID 702—
反応物BoronHCID 5462311—
反応物3-(3,4-dimethoxycinnamoylamino)-4-(2-methylphenyl)-7,8-dihydrocylopenta[g][1]benzopyran-2(6H)-oneHCID 54002935—
溶媒WaterHCID 962—
溶媒DichloromethaneHCID 6344—
生成物3-(3,4-dihydroxycinnamoylamino)-4-(2-methylphenyl)-7,8-dihydrocyclopenta[g][1]benzopyran-2(6H)-oneHCID 5441864995.8%

反応手順

To a solution of 3-(3,4-dimethoxycinnamoylamino) -4-(2-methylphenyl)-7,8-dihydrocylopenta [g] [1]benzopyran-2(6H)-one (400 mg) in dichloromethane (6 ml) was added boron tribromidedichloromethane (1:2, 1 ml) dropwise with ice-cooling and stirring. The mixture was further stirred under ice-cooling for 1 hour and, then, added gradually to ethanol (5 ml) with ice-cooling. The mixture was diluted with water and extracted with ethyl acetate, the extract was washed with water and dried (MgSO4), and the solvent was distilled off to give crystals of 3-(3,4-dihydroxycinnamoylamino)-4-(2-methylphenyl)-7,8-dihydrocyclopenta [g] [1]benzopyran-2(6H)-one (361 mg, 95.8%). Recrystallization from ethanol gave light brown prisms, m.p. 295°-297° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05418239
出典データセットuspto-grants-1995_05
ORD IDord-29c18a700e5d43bc8cd8131b48898b09
出典メモuspto-grants-1995_05