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

HRID 526717

반응식

HRID 526717 반응식
[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

참가 물질

5

반응물 3

HCID 24408Bromine2회HCID 70159Acetoacetobenzylamide2회HCID 516892Sodium Bicarbonate

생성물 1

HCID 71502812N-benzyl-4-bromo-3-oxobutanamide수율 80.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
22.5 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c45d61462981459f9eec528879b2551d
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346751B2

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