Sodium Cyanide → 2-(3,5-Dimethoxyphenylthio)-benzyl cyanide

HRID 567879노트

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HRID 567879 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:11][C:12]2[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=2[CH2:14]Br)[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.[C-:20]#[N:21].[Na+]>CS(C)=O.C(OCC)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([S:11][C:12]2[CH:19]=[CH:18][CH:17]=[CH:16][C:13]=2[CH2:14][C:20]#[N:21])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1

참가 물질

5

반응물 2

HCID 8929Sodium CyanideHCID 155124432-(3,5-Dimethoxyphenylthio)benzyl bromide

생성물 1

HCID 109241262-(3,5-Dimethoxyphenylthio)-benzyl cyanide수율 61.3%

시약·촉매·용매 2

HCID 679Dimethyl Sulfoxide용매HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

2-(3,5-Dimethoxyphenylthio)benzyl bromide (9.53 g) was dissolved in dimethyl sulfoxide (90 ml), sodium cyanide (2.77 g) was added thereto and the mixture was stirred at 80° C. for 1.5 hours. The reaction solution was diluted with ethyl acetate, washed with water and saturated sodium chloride solution and dried over anhydrous magnesium sulfate and the solvent was evaporated in vacuo. The residue was purified by a silica gel column chromatography (developing solvent; hexane:ethyl acetate=3:1) to give 2-(3,5-dimethoxyphenylthio)-benzyl cyanide (4.91 g, yield of 61%).

후처리

  1. washwashed with water and saturated sodium chloride solution
  2. dry with materialdried over anhydrous magnesium sulfate
  3. customthe solvent was evaporated in vacuo
  4. customThe residue was purified by a silica gel column chromatography (developing solvent; hexane:ethyl acetate=3:1)

출처 및 근거

ORD 기록
ord-005140692c7c426fa7acaf2cac386e02
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06180659B2

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