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

HRID 222786

反応式

HRID 222786 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 24462Copper Sulfate触媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-33e946aeab894b1388f17fba0ad828fe
出典データセット
uspto-grants-2012_06
特許番号
US08207347B2

関連ノート

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