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HRID 639109作成日:2026年10月27日

Cyanide → (S)-1-Benzyl-pyrrolidine-3-carbonitrile

https://huagongshe.com/reaction/639109

反応式

関与物質

役割名称HCID仕込み量
反応物CyanideHCID 5975—
反応物3-Pyrrolidinol, 1-(phenylmethyl)-, 3-methanesulfonate, (3R)-HCID 11807254—
溶媒WaterHCID 962—
溶媒DichloromethaneHCID 6344—
溶媒Sodium BicarbonateHCID 516892—
生成物(S)-1-Benzyl-pyrrolidine-3-carbonitrileHCID 1515498109.3%

反応条件

温度60 °C

反応手順

(3R)-1-(phenylmethyl)-3-pyrrolidinyl methanesulfonate (12.9 g, 50.6 mmol) and tertrabytulamonium cyanide (25 g, 93.3 mmol) was mixed in DCM (20 mL) and refluxed at 60° C. for 6 h. The resulting solution was cooled down to room temperature and diluted with saturated sodium bicarbonate solution in water. The aqueous phase was extracted several times with toluene. The organic fractions was combined, washed with brine and concentrated to provide the title compound as an oil (10.3 g, quantit.) which was used without further purification: LC/MS (ES) m/e 187 (M+H)+.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07691850B2
出典データセットuspto-grants-2010_04
ORD IDord-c1228b33cbcd46bab4e694c49e7ea097
出典メモuspto-grants-2010_04