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

HRID 1678801ノート

反応式

HRID 1678801 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-df162f5ecc1c4217878c721dac8e9460
出典データセット
uspto-grants-2011_08
特許番号
US08008317B2

反応ノート

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