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N-bromobutanimide → 5-bromo-3-ethyl-6-methyl-1H-pyridin-2-one

HRID 1921306
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HRID 1921306 반응식
[CH2:1]([C:3]1[C:4](=[O:10])[NH:5][C:6]([CH3:9])=[CH:7][CH:8]=1)[CH3:2].[Br:11]N1C(=O)CCC1=O>CO>[Br:11][C:7]1[CH:8]=[C:3]([CH2:1][CH3:2])[C:4](=[O:10])[NH:5][C:6]=1[CH3:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 27978763-ethyl-6-methyl-1H-pyridin-2-one

생성물 1

HCID 207792745-bromo-3-ethyl-6-methyl-1H-pyridin-2-one수율 95.3%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A 2 neck round bottom flask, equipped with an overhead stirrer is charged with 3-ethyl-6-methyl-1H-pyridin-2-one (33.45 g, 0.26 mol) obtained from Step 1 as described above, N-bromosuccinimide (48.6 g, 0.273 mol) and methanol (867 mL) and the mixture stirred at ambient temperature for 17 hr. The mixture is then concentrated to a volume of 200 mL, diluted with water (600 mL) and the resulting suspension is chilled in an ice bath. The solids are collected by filtration, washed with water (300 mL) and dried in a vacuum oven at 64° C. for 24 hr to afford 5-bromo-3-ethyl-6-methyl-1H-pyridin-2-one (53.56 g, 95.3% yield) as an off white solid. LC/MS: MS m/e=215/217 (M+H), RT 2.64 min.

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후처리

  1. customA 2 neck round bottom flask, equipped with an overhead stirrer
  2. concentrationThe mixture is then concentrated to a volume of 200 mL
  3. additiondiluted with water (600 mL)
  4. temperaturethe resulting suspension is chilled in an ice bath
  5. filtrationThe solids are collected by filtration
  6. washwashed with water (300 mL)
  7. customdried in a vacuum oven at 64° C. for 24 hr

출처 및 근거

ORD 기록
ord-1974514fad83471dbd5c89f2e9508d13
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08173682B2

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