Benzophenone → 3,3-Diphenylacrylonitrile

HRID 469262

반응식

HRID 469262 반응식
[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

참가 물질

4

반응물 3

HCID 3102BenzophenoneHCID 6342Acetonitrile2회HCID 14797Potassium Hydroxide

생성물 1

HCID 2743523,3-Diphenylacrylonitrile수율 73.3%

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-f8097f9a50d0425c96c8f703a9bad69c
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08629149B2

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