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HRID 222786作成日:2026年10月25日

Cyclopropanecarboxaldehyde → (S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamide

https://huagongshe.com/reaction/222786

反応式

関与物質

役割名称HCID仕込み量
反応物CyclopropanecarboxaldehydeHCID 123114—
反応物tert-Butylsulfinamide, (S)-(-)-HCID 11355477—
触媒Copper SulfateHCID 24462—
溶媒DichloromethaneHCID 6344—
生成物(S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamideHCID 6700758095%

反応手順

The title compound was prepared according to a general procedure described by G. Liu, D. A. Cogan, T. D. Owens, T. P. Tang, and J. A. Ellman J. Org. Chem. 1999, 64, 1278: A mixture of cyclopropanecarboxaldehyde (35.0 g, 0.5 mol), (S)-(−)-2-methyl-2-propanesulfinamide (30 g, 0.25 mol) and anhydrous CuSO4 (120 g, 0.75 mol) in CH2Cl2 (1500 mL) was stirred at room temperature overnight. The reaction mixture was filtered and evaporated to give the title compound (39 g, yield 95%), which was used in the next step without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08207347B2
出典データセットuspto-grants-2012_06
ORD IDord-33e946aeab894b1388f17fba0ad828fe
出典メモuspto-grants-2012_06