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

HRID 2231129

反応式

HRID 2231129 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-931871adcd0c47b69681659acaf9fdd5
出典データセット
uspto-grants-2002_07
特許番号
US06426360B1

関連ノート

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