Water → 2-[(3-Cyano-4-phenyl-2-propylquinolin-6-yl)oxy]acetamide

HRID 1986430노트

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HRID 1986430 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([CH2:12][CH2:13][CH3:14])[C:6]([C:15]#[N:16])=[C:5]2[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.Cl[CH2:24][C:25]([NH2:27])=[O:26].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[C:15]([C:6]1[C:7]([CH2:12][CH2:13][CH3:14])=[N:8][C:9]2[C:4]([C:5]=1[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[CH:3][C:2]([O:1][CH2:24][C:25]([NH2:27])=[O:26])=[CH:11][CH:10]=2)#[N:16]

참가 물질

6

반응물 4

HCID 962WaterHCID 6580ChloroacetamideHCID 11430Potassium CarbonateHCID 688333146-Hydroxy-4-phenyl-2-propylquinoline-3-carbonitrile

생성물 1

HCID 688308572-[(3-Cyano-4-phenyl-2-propylquinolin-6-yl)oxy]acetamide수율 88%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

A suspension of 6-hydroxy-4-phenyl-2-propylquinoline-3-carbonitrile (0.98 g, 3.4 mmol), chloroacetamide (0.36 g, 3.8 mmol) and potassium carbonate (0.55 g, 4.0 mmol) in N,N-dimethylformamide (10 ml) was stirred at 60° C. for 18 hrs. Water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography to give 2-[(3-cyano-4-phenyl-2-propylquinolin-6-yl)oxy]acetamide (1.0 g, yield 88%) as pale-yellow crystals.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-503d01439946477d8ba8d4b6dcbd5257
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07547710B2

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