Acetone → N-(2-methyl-4,5-dimethoxyphenyl)cinnamamide

HRID 1900871노트

반응식

HRID 1900871 반응식
[CH3:1][O:2][C:3]1[C:9]([O:10][CH3:11])=[CH:8][C:6]([NH2:7])=[C:5]([CH3:12])[CH:4]=1.N1C=CC=CC=1.CC(C)=O.[C:23](Cl)(=[O:32])[CH:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>O>[CH3:12][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[C:9]([O:10][CH3:11])=[CH:8][C:6]=1[NH:7][C:23](=[O:32])[CH:24]=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

참가 물질

6

반응물 4

HCID 180AcetoneHCID 1049PyridineHCID 660233-Phenylprop-2-enoyl chlorideHCID 2665854,5-Dimethoxy-2-methylaniline

생성물 1

HCID 53987657N-(2-methyl-4,5-dimethoxyphenyl)cinnamamide수율 97.9%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of 4,5-dimethoxy-2-methylaniline (40.1 g), pyridine (48.5 ml), and acetone (350 ml), cinnamoyl chloride (44.0 g) was added dropwise at room temperature over 15 minutes. After allowing to react at room temperature for 2 hours, water (15 ml) was added and the mixture was stirred for 20 minutes. The solvent was distilled off under reduced pressure, and the residue was dissolved in chloroform, followed by washing with 1N HCl, 1N caustic soda and water in this order, and drying. Chloroform was evaporated. Precipitated crystals were collected by filtration with ether. 69.8 g of the title compound was obtained as yellow crystals (97.8%).

후처리

  1. customto react at room temperature for 2 hours
  2. distillationThe solvent was distilled off under reduced pressure
  3. dissolutionthe residue was dissolved in chloroform
  4. washby washing with 1N HCl, 1N caustic soda and water in this order
  5. customdrying
  6. customChloroform was evaporated
  7. customPrecipitated crystals
  8. filtrationwere collected by filtration with ether

출처 및 근거

ORD 기록
ord-fb28d69fdfc242a5bcd10c8088961451
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05576324

반응 노트

불러오는 중…