Sodium Cyanide → (4-Methyl-1H-indol-3-yl)acetonitrile

HRID 868840노트

반응식

HRID 868840 반응식
[I-].C[N+](C)(C)[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][C:12]=2[CH3:14])[NH:7][CH:6]=1.[C-:17]#[N:18].[Na+]>C(O)C>[CH3:14][C:12]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:13]=1[C:5]([CH2:4][C:17]#[N:18])=[CH:6][NH:7]2

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 86665673HCID 86665673, 화합물

생성물 1

HCID 24905095(4-Methyl-1H-indol-3-yl)acetonitrile

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Trimethyl-(4-methyl-1H-indol-3-ylmethyl)-ammonium iodide (2.6 g, 7.5 mmol) is suspended in ethanol (53 mL) and sodium cyanide (736 mg, 15 mmol), is added to the reaction. The reaction is stirred and heated to reflux overnight. After 16 hours the reaction is cooled to room temperature and evaporated in vacuo. The resulting oil is taken up in dichloromethane and washed with water 3×, dried (Na2SO4), filtered and evaporated in vacuo. The resulting material is purified on silica with hexanes/dichloromethane as the eluent (1.0 g, 5 mmol, 71%) LC/MS (M++1): 171.3.

후처리

  1. temperatureheated
  2. temperatureto reflux overnight
  3. customevaporated in vacuo
  4. washwashed with water 3×
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customevaporated in vacuo

출처 및 근거

ORD 기록
ord-5e89b2837b41477e8fc6b3747a7c97a7
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08969348B2

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