Acetic Acid → 4-(2-Acetyl-3-oxo-1-butenyl)benzonitrile

HRID 1947240

반응식

HRID 1947240 반응식
[CH:1]([C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1)=O.[CH3:11][C:12](=[O:17])[CH2:13][C:14](=[O:16])[CH3:15].C(O)(=O)C.N1CCCCC1>ClCCl>[C:14]([C:13]([C:12](=[O:17])[CH3:11])=[CH:1][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1)(=[O:16])[CH3:15]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 31261AcetylacetoneHCID 660424-Cyanobenzaldehyde

생성물 1

HCID 3674534-(2-Acetyl-3-oxo-1-butenyl)benzonitrile

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

2.3 g (17.5 mmol) of 4-formylbenzonitrile, 1.98 ml (19.29 mmol) of 2,4-pentanedione, 1 ml (26 mmol) of acetic acid and 0.34 ml (3.5 mmol) of piperidine in 40 ml of anhydrous dichloromethane are stirred under reflux with a water trap for 24 h. After cooling, the reaction solution is washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution. The organic phase is dried over magnesium sulfate and concentrated. The residue is recrystallized from diethyl ether. 3.18 g (85% of theory) of the title compound are obtained as a pale brown solid.

후처리

  1. temperatureunder reflux with a water trap for 24 h
  2. temperatureAfter cooling
  3. washthe reaction solution is washed successively with saturated sodium bicarbonate solution and saturated sodium chloride solution
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. concentrationconcentrated
  6. customThe residue is recrystallized from diethyl ether

출처 및 근거

ORD 기록
ord-45ed79f9ee9e4308ae54dab9054494e2
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08399471B2

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