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

HRID 222786

반응식

HRID 222786 반응식
[CH:1]1([CH:4]=O)[CH2:3][CH2:2]1.[CH3:6][C:7]([S@@:10]([NH2:12])=[O:11])([CH3:9])[CH3:8]>C(Cl)Cl.[O-]S([O-])(=O)=O.[Cu+2]>[CH:1]1([CH:4]=[N:12][S@:10]([C:7]([CH3:9])([CH3:8])[CH3:6])=[O:11])[CH2:3][CH2:2]1

참가 물질

5

반응물 2

HCID 123114CyclopropanecarboxaldehydeHCID 11355477tert-Butylsulfinamide, (S)-(-)-

생성물 1

HCID 67007580(S,E)-N-(cyclopropylmethylene)-2-methylpropane-2-sulfinamide수율 95%

시약·촉매·용매 2

HCID 24462Copper Sulfate촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  1. customThe title compound was prepared
  2. filtrationThe reaction mixture was filtered
  3. customevaporated

출처 및 근거

ORD 기록
ord-33e946aeab894b1388f17fba0ad828fe
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08207347B2

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