Acetonitrile → 1-Benzyl-3-methylpyrrolidine-3-carbonitrile

HRID 622379

反応式

HRID 622379 の反応式
[CH2:1](N(CC#N)C[Si](C)(C)C)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17](#[N:21])[C:18]([CH3:20])=[CH2:19].[C:22](#[N:24])C.[C:25](OCC)(=O)C>C(Cl)(Cl)Cl.[Ag]F>[CH3:19][C:18]1([C:22]#[N:24])[CH2:20][CH2:25][N:21]([CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH2:17]1

参加物

7

反応物 4

HCID 6342AcetonitrileHCID 8857Ethyl AcetateHCID 31368MethacrylonitrileHCID 560960N-Benzyl-N-(trimethylsilylmethyl)aminoacetonitrile

生成物 1

HCID 50864491-Benzyl-3-methylpyrrolidine-3-carbonitrile

試薬・触媒・溶媒 2

HCID 62656Caswell No. 736触媒HCID 6212Chloroform溶媒2 回

実験手順

A suspension of 11.6 g (0.05 mole) of N-benzyl-N-(cyanomethyl)-N-[(trimethylsilyl)methyl]amine [J. Org. Chem., 50, 4006 (1985)], 3.5 g (0.052 mole) of methacrylonitrile, 7.0 g (0.55 mole) of silver fluoride, and 150 ml of acetonitrile was stirred overnight at room temperature in the dark. The mixture was then diluted with chloroform (150 ml) and filtered through Celite. Concentration of the filtrate gave an oil which was subjected to silica gel chromatography using an 80:20 chloroform:ethyl acetate mixture as the eluent. The major fraction contained 2.5 g of the titled compound.

後処理

  1. filtrationfiltered through Celite
  2. customConcentration of the filtrate gave an oil which

出典と根拠

ORDレコード
ord-eefa92c9b3ea45d0abd3712bad8c3c76
出典データセット
uspto-grants-1988_09
特許番号
US04771055

関連ノート

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