Benzophenone → 3,3-Diphenylacrylonitrile

HRID 469262

反応式

HRID 469262 の反応式
[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].[C:17](#[N:19])[CH3:18]>>[C:2]1([C:1]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:18][C:17]#[N:19])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 3

HCID 3102BenzophenoneHCID 6342Acetonitrile2 回HCID 14797Potassium Hydroxide

生成物 1

HCID 2743523,3-Diphenylacrylonitrile収率 73.3%

実験手順

To a solution of benzophenone (9.1 g, 50 mmol) in acetonitrile (20 mL) was added potassium hydroxide (3.3 g, 50 mmol) in acetonitrile (25 mL). The solution was refluxed for 8 hours. The hot reaction mixture was poured into 100 g crushed ice and then extracted with dichloromethane. The organic extract was washed with water, dried over sodium sulfate, and concentrated in vacuo. The crude material was purified by flash column chromatography (diethyl ether/hexanes) to give 3,3-diphenylacrylonitrile (7.7 g, 73.3%) as an oil.

後処理

  1. temperatureThe solution was refluxed for 8 hours
  2. additionThe hot reaction mixture was poured into 100 g
  3. customcrushed ice
  4. extractionextracted with dichloromethane
  5. extractionThe organic extract
  6. washwas washed with water
  7. dry with materialdried over sodium sulfate
  8. concentrationconcentrated in vacuo
  9. customThe crude material was purified by flash column chromatography (diethyl ether/hexanes)

出典と根拠

ORDレコード
ord-f8097f9a50d0425c96c8f703a9bad69c
出典データセット
uspto-grants-2014_01
特許番号
US08629149B2

関連ノート

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