Phenylacetyl chloride → N-{2-[4-(Phenylacetyl)phenyl]propan-2-yl}acetamide

HRID 1678801노트

반응식

HRID 1678801 반응식
[CH3:1][C:2]([NH:10][C:11](=[O:13])[CH3:12])([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:3].[C:14]1([CH2:20][C:21](Cl)=[O:22])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[Cl-].[Cl-].[Cl-].[Al+3]>C(Cl)Cl>[CH3:3][C:2]([NH:10][C:11](=[O:13])[CH3:12])([C:4]1[CH:5]=[CH:6][C:7]([C:21](=[O:22])[CH2:20][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:8][CH:9]=1)[CH3:1]

참가 물질

5

반응물 3

HCID 7679Phenylacetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 10749810N-(2-phenylpropan-2-yl)acetamide

생성물 1

HCID 59472934N-{2-[4-(Phenylacetyl)phenyl]propan-2-yl}acetamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A solution of N-(1-methyl-1-phenylethyl)acetamide (21.3 g, 121 mmol), phenylacetyl chloride (19.5 g, 126 mmol) and aluminum trichloride (19 g, 142 mmol) in methylene chloride (140 mL) was stirred overnight at room temperature under an atmosphere of nitrogen. The reaction was poured onto ice and stirred until the ice melted, then the layers were separated and the organic layer was washed with saturated sodium bicarbonate, brine, dried over magnesium sulfate, filtered and concentrated. Purification by silica gel chromatography gave the title compound. MS (M+H+): calculated=295.38, observed=296.1

후처리

  1. additionThe reaction was poured onto ice
  2. customthe layers were separated
  3. washthe organic layer was washed with saturated sodium bicarbonate, brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customPurification by silica gel chromatography

출처 및 근거

ORD 기록
ord-df162f5ecc1c4217878c721dac8e9460
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008317B2

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