Ethanol → 1-(3-Cyanophenyl)-2-hydroxy-2-[4-(methylthio)phenyl]-ethanone

HRID 2231129

반응식

HRID 2231129 반응식
[C-]#N.[Na+].C(O)C.[C:7]([C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[CH:12]=[O:13])#[N:8].[CH3:17][S:18][C:19]1[CH:26]=[CH:25][C:22]([CH:23]=[O:24])=[CH:21][CH:20]=1>O>[C:7]([C:9]1[CH:10]=[C:11]([C:12](=[O:13])[CH:23]([OH:24])[C:22]2[CH:25]=[CH:26][C:19]([S:18][CH3:17])=[CH:20][CH:21]=2)[CH:14]=[CH:15][CH:16]=1)#[N:8]

참가 물질

6

반응물 4

HCID 702EthanolHCID 8929Sodium CyanideHCID 769854-(Methylthio)benzaldehydeHCID 90670m-Formylbenzonitrile

생성물 1

HCID 184635761-(3-Cyanophenyl)-2-hydroxy-2-[4-(methylthio)phenyl]-ethanone수율 61%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

Sodium cyanide (3 mmol, 0.147 g) was added to a mixture of ethanol (30 ml), water (30 ml), 3-cyanobenzaldehyde (30 mmol, 3.93 g) and 4-(methylthio)benzaldehyde (30 mmol, 4.0 ml). The reaction was stirred at reflux 30 minutes, diluted with water (20 ml) and extracted with ethyl acetate (250 ml). The organic layer was separated, dried over magnesium sulfate, concentrated, and the residue purified by silica gel chromatography (2:1 hexane:ethyl acetate), affording the title compound as a solid (5.2, 61%).

후처리

  1. temperatureat reflux 30 minutes
  2. extractionextracted with ethyl acetate (250 ml)
  3. customThe organic layer was separated
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated
  6. customthe residue purified by silica gel chromatography (2:1 hexane:ethyl acetate)

출처 및 근거

ORD 기록
ord-931871adcd0c47b69681659acaf9fdd5
출처 데이터셋
uspto-grants-2002_07
특허 번호
US06426360B1

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