Potassium Carbonate → t-But yl 4-(4-bromo-2-formylphenyl)propylaminobutyrate

HRID 586879

反応式

HRID 586879 の反応式
[CH2:1]([NH:4][CH2:5][CH2:6][CH2:7][C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:2][CH3:3].[Br:15][C:16]1[CH:17]=[CH:18][C:19](F)=[C:20]([CH:23]=1)[CH:21]=[O:22].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.C(OCC)(=O)C>[Br:15][C:16]1[CH:17]=[CH:18][C:19]([CH2:3][CH2:2][CH2:1][NH:4][CH2:5][CH2:6][CH2:7][C:8]([O:10][C:11]([CH3:13])([CH3:12])[CH3:14])=[O:9])=[C:20]([CH:21]=[O:22])[CH:23]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 7363275-Bromo-2-fluorobenzaldehydeHCID 22329227t-Butyl 4-propylaminobutyrate

生成物 1

HCID 86759831t-But yl 4-(4-bromo-2-formylphenyl)propylaminobutyrate収率 52.3%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a solution of t-butyl 4-propylaminobutyrate (14.2 g, 70.7 mmol) in DMF (20 ml) were added 5-bromo-2-fluorobenzaldehyde (14.4 g, 70.9 mmol) and potassium carbonate (14.7 g, 106 mmol) at room temperature, and the mixture was stirred at 80° C. for 94 hours. The mixture was diluted with ethyl acetate, washed with water and saturated brine, and dried with anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified with silica gel column chromatography (hexane:ethyl acetate=10:1) to give yellow oil of t-but yl 4-(4-bromo-2-formylphenyl)propylaminobutyrate (14.2 g, 52%).

後処理

  1. washwashed with water and saturated brine
  2. dry with materialdried with anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified with silica gel column chromatography (hexane:ethyl acetate=10:1)

出典と根拠

ORDレコード
ord-9ac442a0ed8046058bfddb7989bf2ef6
出典データセット
uspto-grants-2005_08
特許番号
US06936602B1

関連ノート

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