Trimethylsilyl cyanide → HCID 521386、化合物

HRID 441064ノート

反応式

HRID 441064 の反応式
C[Si]([C:5]#[N:6])(C)C.[C:7](=[NH:20])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1C=CC=CC=1.[I-].[Zn+2].[I-]>[C:8]1([C:7]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)([NH2:20])[C:5]#[N:6])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

参加物

5

反応物 2

HCID 82115Trimethylsilyl cyanideHCID 136809Benzophenone imine

生成物 1

HCID 521386HCID 521386、化合物

試薬・触媒・溶媒 2

HCID 9883512zinc(II)iodide触媒HCID 241Benzene溶媒

実験手順

A solution of 4.05 ml (0.03 mol) of trimethylsilylcyanide in 20 ml of dry benzene was treated with 0.44 gm (0.001 mol) zinc iodide and 4.63 ml (0.028 mol) of benzophenoneimine. The reaction mixture was stirred at room temperature for 10 min., whereupon a white precipitate formed. The reaction mixture was quenched with wet ether and stirred for 2 hours. The liquid phase was washed with saturated brine solution and dried over sodium sulfate and evaporated in vacuo. The residue was recrystallized from ether-hexane to afford 2.4 gm (38%). 1H NMR (CDCl3, 300 MHz) δ 7.7-7.6 (m, 4H), 7.4-7.28 (m, 6H); 13C NMR (CDCl3, 75.5 MHz ) δ 141.2, 128.9, 128.6, 125.8, 123.4, 60.8.

後処理

  1. customformed
  2. customThe reaction mixture was quenched with wet ether
  3. stirringstirred for 2 hours
  4. washThe liquid phase was washed with saturated brine solution
  5. dry with materialdried over sodium sulfate
  6. customevaporated in vacuo
  7. customThe residue was recrystallized from ether-hexane
  8. customto afford 2.4 gm (38%)

出典と根拠

ORDレコード
ord-ae157c7aa2ad4e5eb866f60ccca6ce39
出典データセット
uspto-grants-1996_05
特許番号
US05521220

反応ノート

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