Benzoyl Peroxide → 3-Bromo-5-(bromomethyl)-2-chloropyridine

HRID 633592노트

반응식

HRID 633592 반응식
[Br:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=1.[Br:10]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([CH2:8][Br:10])[CH:7]=1

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 2854373-Bromo-2-chloro-5-methylpyridine

생성물 1

HCID 848198723-Bromo-5-(bromomethyl)-2-chloropyridine수율 34.4%

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

3-Bromo-2-chloro-5-methylpyridine (4 g, 19.37 mmol), N-bromosuccinimide (3.79 g, 21.3 mmol) and benzoic peroxyanhydride (0.239 g, 0.969 mmol) were combined in carbon tetrachloride (40 mL), heated under reflux for 24 hours, cooled, and filtered to remove succinimide. The filtrate was concentrated. The resulting residue was purified by chromatography (silica gel, 0-30% ethyl acetate in heptanes) to afford the title compound (1.9 g, 34%).

후처리

  1. temperatureheated
  2. temperatureunder reflux for 24 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customto remove succinimide
  6. concentrationThe filtrate was concentrated
  7. customThe resulting residue was purified by chromatography (silica gel, 0-30% ethyl acetate in heptanes)

출처 및 근거

ORD 기록
ord-5f1e9721a6ad4763840e47cbb6a5ba51
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09321764B2

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