Bromine → N-benzyl-4-bromo-3-oxobutanamide

HRID 526717

反応式

HRID 526717 の反応式
[CH2:1]([NH:8][C:9](=[O:14])[CH2:10][C:11](=[O:13])[CH3:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:15]Br.C(=O)(O)[O-].[Na+]>ClCCl>[CH2:1]([NH:8][C:9](=[O:14])[CH2:10][C:11](=[O:13])[CH2:12][Br:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 24408Bromine2 回HCID 70159Acetoacetobenzylamide2 回HCID 516892Sodium Bicarbonate

生成物 1

HCID 71502812N-benzyl-4-bromo-3-oxobutanamide収率 80.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
22.5 °C

実験手順

To a solution of N-benzyl-3-oxobutanamide (compound A 100 g, 522.9 mmol) in dichloromethane (500 ml) at 0-5° C. was added dropwise a solution of bromine (25.55 ml, 575.2 mmol) over 6 h. The reaction mixture was warmed up to 20-25° C. and stirred for 2 hours (bromine colour disappeared). An aqueous solution (600 mL) of sodium bicarbonate (65.9 g, 784.44 mmol) was added to the mixture. The organic layer was separated, washed with brine (200 mL), and then evaporated to dryness to give N-benzyl-4-bromo-3-oxobutanamide (114.25 g, quantitative) and was used in the next step without further purification.

後処理

  1. customThe organic layer was separated
  2. washwashed with brine (200 mL)
  3. customevaporated to dryness

出典と根拠

ORDレコード
ord-c45d61462981459f9eec528879b2551d
出典データセット
uspto-grants-2016_05
特許番号
US09346751B2

関連ノート

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