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HRID 458897作成日:2026年10月25日

Water → (2R)-2-Cyclopentyl-2-hydroxy-2-phenylacetic acid 1-ethylpyrrolidin-3-yl ester

https://huagongshe.com/reaction/458897

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物1-Ethyl-3-pyrrolidinolHCID 98203—
反応物alpha-Cyclopentylmandelic acid, (+)-HCID 948620—
溶媒DimethylformamideHCID 6228—
生成物(2R)-2-Cyclopentyl-2-hydroxy-2-phenylacetic acid 1-ethylpyrrolidin-3-yl esterHCID 6948143565%

反応手順

0.655 g (0.00297 mol) of (2R)-2-Cyclopentyl-2-hydroxy-2-phenylacetic acid were dissolved in 8 ml of dry DMF. To this solution 0.580 g (0.0036 mol) of 1,1′-carbonildiimidazol were added and the mixture was stirred at room temperature for 1 h. After this time, the mixture obtained was added to a suspension (cooled at 0° C.) of 1-ethylpyrrolidin-3-ol (0.390 ml g, 0.0033 mol) and HNa (0.078 g, 0.0033 mol) in 4 ml of dry DMF. After stirring 15 h at room temperature the reaction mixture was treated with water and extracted three times with Et2O. The organic layers were combined, washed with water and dried. The residue was purified by silica gel column chromatography (eluent: CHCl3 plus isopropanol 0%→5%) to obtain 610 mg (65%) of the title product as an oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07192978B2
出典データセットuspto-grants-2007_03
ORD IDord-9b5f7d1db6184f36aa6c8043603753a3
出典メモuspto-grants-2007_03