Trimethylsilyl cyanide → HCID 521386, 화합물

HRID 441064노트

반응식

HRID 441064 반응식
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

참가 물질

5

반응물 2

HCID 82115Trimethylsilyl cyanideHCID 136809Benzophenone imine

생성물 1

HCID 521386HCID 521386, 화합물

시약·촉매·용매 2

HCID 9883512zinc(II)iodide촉매HCID 241Benzene용매

실험 절차

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.

후처리

  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%)

출처 및 근거

ORD 기록
ord-ae157c7aa2ad4e5eb866f60ccca6ce39
출처 데이터셋
uspto-grants-1996_05
특허 번호
US05521220

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