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HRID 1939735作成日:2026年10月26日

Dicyclohexylcarbodiimide → 2-[1-(trans-2-Pentenoyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-1,4-naphthoquinone

https://huagongshe.com/reaction/1939735

反応式

関与物質

役割名称HCID仕込み量
反応物DicyclohexylcarbodiimideHCID 10868—
反応物2-Pentenoic acidHCID 12299—
反応物ShikoninHCID 479503—
触媒4-(Dimethylamino)pyridineHCID 14284—
溶媒DichloromethaneHCID 6344—
生成物2-[1-(trans-2-Pentenoyloxy)-4-methyl-3-pentenyl]-5,8-dihydroxy-1,4-naphthoquinoneHCID 2146808725.6%

反応手順

288 mg (1 mmole) of shikonin, 226 mg (1.1 mmole) of dicyclohexylcarbodiimide and 30 mg (0.25 mmole) of 4-dimethylaminopyridine were dissolved in 3 ml of dry dichloromethane. To the resulting solution was added 100 mg (1 mmole) of n-pentenoic acid at 0° C. under nitrogen gas, and the mixture was stirred for 30 minutes and then at room temperature for further 3 hours. The resulting product was separated and purified according to the procedures as described in Example 1 to obtain 95 mg (Yield: 23%) of the title compound having the following structure as a red precipitate.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US05696276
出典データセットuspto-grants-1997_12
ORD IDord-111412bffa634e928014f332c5823b1e
出典メモuspto-grants-1997_12