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HRID 905063作成日:2026年10月26日

Imidazole → Trans-1-{6-[alpha-(4-chlorophenyl)-2,4-dichlorobenzyloxy]tetrahydropyran-2-ylmethyl}imidazole

https://huagongshe.com/reaction/905063

反応式

関与物質

役割名称HCID仕込み量
反応物ImidazoleHCID 795—
反応物Sodium IodideHCID 5238—
反応物Sodium hydrideHCID 24758—
反応物Trans-6-[alpha-(4-chlorophenyl)-2,4-dichlorobenzyloxy]-2-tosyloxymethyltetrahydropyranHCID 53867744—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物Trans-1-{6-[alpha-(4-chlorophenyl)-2,4-dichlorobenzyloxy]tetrahydropyran-2-ylmethyl}imidazoleHCID 1307392275.3%

反応条件

温度80 °C

反応手順

114 mg of 55% sodium hydride were added to a solution of 323 mg of imidazole in 10 ml of dimethylformamide, and, after the mixture had been stirred at 80° C. for 30 minutes, it was cooled to room temperature. There were then added 2.20 g of trans-6-[α-(4-chlorophenyl)-2,4-dichlorobenzyloxy]-2-tosyloxymethyltetrahydropyran, dissolved in 15 ml of dimethylformamide, and then 594 mg of sodium iodide were added to the mixture. The resulting mixture stirred under a stream of nitrogen at 90°-95° C. for 4 hours, after which it was cooled, diluted with water and extracted with diethyl ether. The ethereal extract was washed with water and dried over sodium sulphate, after which it was concentrated by evaporation under reduced pressure and the residue was purified by column chromatography through silica gel eluted with a 8:1:0.1 by volume mixture of ethyl acetate, benzene and triethylamine, to give 1.346 g of the title compound as a colourless oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04421758
出典データセットuspto-grants-1983_12
ORD IDord-480fb030c2094e639f142434abd29276
出典メモuspto-grants-1983_12