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HRID 745022作成日:2026年10月26日

Sulfuric Acid → 6-Bromo-3,4-dihydro-4-phenyl-2H-1-benzopyran-2-one

https://huagongshe.com/reaction/745022

反応式

関与物質

役割名称HCID仕込み量
反応物Sulfuric AcidHCID 1118—
反応物4-BromophenolHCID 7808—
反応物2-Propenoic acid, 3-phenyl-HCID 8784—
溶媒Acetic AcidHCID 176—
生成物6-Bromo-3,4-dihydro-4-phenyl-2H-1-benzopyran-2-oneHCID 292497355.7%

反応手順

A solution of p-bromophenol (138 g, 0.8 mole), cinnamic acid (148 g, 1.0 mole), acetic acid (200 g) and conc. sulfuric acid was refluxed for 2 h. Volatile material was distilled at reduced pressure. The residual syrup was cooled and triturated with cold water, giving a semi-crystalline mass. This was washed extensively with water, saturated sodium carbonate and finally with water again. The material was filtered through a sintered glass funnel, and then mixed with an equal weight of ethanol. The slurry was stirred at room temperature for 1 h and then filtered. The resulting product was washed briefly with ethanol and then diisopropyl ether. After drying, 135 g (55.7%) of the title compound was isolated as white crystals, melting at 117° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05559269
出典データセットuspto-grants-1996_09
ORD IDord-483456240b074d1cb1f8e70ccd9e4fe9
出典メモuspto-grants-1996_09