Phosphorus oxychloride → 3-(Benzyloxy)-5-bromo-2-chloropyridine

HRID 2307755

반응식

HRID 2307755 반응식
[CH2:1]([O:8][C:9]1[CH:10]=[N+:11]([O-])[CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:19]>>[CH2:1]([O:8][C:9]1[C:10]([Cl:19])=[N:11][CH:12]=[C:13]([Br:15])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 582134893-(benzyloxy)-5-bromopyridine N-oxide

생성물 1

HCID 226075323-(Benzyloxy)-5-bromo-2-chloropyridine수율 40%

실험 절차

A solution of 3-(benzyloxy)-5-bromopyridine N-oxide (2.0 g, 7.1 mmol) in POCl3 (20 mL) was stirred at 100° C. for 7 hours, cooled to room temperature, concentrated, treated with ethyl acetate (50 mL), washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography on silica gel with 10% ethyl acetate/hexane to provide the desired product (1.0 g, 40%). MS (DCI/NH3) m/e 299 (M+H)+.

후처리

  1. concentrationconcentrated
  2. additiontreated with ethyl acetate (50 mL)
  3. washwashed with brine
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated
  7. customThe concentrate was purified by flash column chromatography on silica gel with 10% ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-541a024c85cd4d3b81f065af2f5575d4
출처 데이터셋
uspto-grants-2004_12
특허 번호
US06831175B2

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