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3-Bromoaniline → N-(3-bromophenyl)-3-oxobutanamide

HRID 279998
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HRID 279998 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH2:9]=[C:10]1[O:14][C:12](=[O:13])[CH2:11]1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([NH:5][C:12](=[O:13])[CH2:11][C:10](=[O:14])[CH3:9])[CH:6]=[CH:7][CH:8]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 115623-BromoanilineHCID 12661Diketene

생성물 1

HCID 285615N-(3-bromophenyl)-3-oxobutanamide수율 49.4%

시약·촉매·용매 1

HCID 1140Toluene용매2회

실험 절차

To a heated (80° C., oil bath temperature) solution of 20.00 g (0.12M) of m-bromoaniline in 200 mL of dry toluene was added dropwise over a period of 30 min. 12 g (0.14M) of diketene in 100 mL of dry toluene. When the addition was completed, the reaction mixture was brought to reflux for 5 h. The toluene was then removed in vacuo, resulting in a yellow solid. Recrystallisation from toluene afforded 14.70 g (48%) of product as light pink crystals: mp 94°-95° C.

후처리

  1. additionwas added dropwise over a period of 30 min
  2. additionWhen the addition
  3. temperatureto reflux for 5 h
  4. customThe toluene was then removed in vacuo
  5. customresulting in a yellow solid
  6. customRecrystallisation from toluene

출처 및 근거

ORD 기록
ord-2dff6fe20a1e491d9bf32bb7580f4301
출처 데이터셋
uspto-grants-1986_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04587341

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