N-bromobutanimide → 3-Bromo-2-hydroxy-5-methylpyridine

HRID 1159212노트

반응식

HRID 1159212 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5](=[O:8])[NH:6][CH:7]=1.[Br:9]N1C(=O)CCC1=O>ClCCl>[Br:9][C:4]1[C:5](=[O:8])[NH:6][CH:7]=[C:2]([CH3:1])[CH:3]=1

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 704822-Hydroxy-5-methylpyridine

생성물 1

HCID 37252613-Bromo-2-hydroxy-5-methylpyridine수율 63.6%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

5-Methyl-2(1H)-pyridinone (50 g, 0.46 mol) was suspended in dichloromethane (500 mL). N-bromosuccinimide (82 g, 0.46 mol) was added in portions with cooling. Addition was finished after 15 min; the mixture was stirred for 1 h at room temperature and afterwards partitioned between dichloromethane and water. Organic phases were pooled, dried with Na2SO4 and the solvent was evaporated. The residue was purified by crystallization from ethyl acetate to yield 55 g of the title compound as a light yellow solid, mp 156-161° C.

후처리

  1. temperaturewith cooling
  2. additionAddition
  3. customafterwards partitioned between dichloromethane and water
  4. dry with materialdried with Na2SO4
  5. customthe solvent was evaporated
  6. customThe residue was purified by crystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-458950a77eb8450ca2d130cbcfae8f4d
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07812028B2

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