N-bromobutanimide → 5-(Bromomethyl)-2-chloro-3-fluoropyridine

HRID 623285

반응식

HRID 623285 반응식
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([CH3:9])=[CH:4][N:3]=1.[Br:10]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:10][CH2:9][C:5]1[CH:6]=[C:7]([F:8])[C:2]([Cl:1])=[N:3][CH:4]=1

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 135413652-Chloro-3-fluoro-5-methylpyridine

생성물 1

HCID 592970785-(Bromomethyl)-2-chloro-3-fluoropyridine수율 51%

시약·촉매·용매 2

HCID 7187Benzoyl Peroxide촉매HCID 5943Carbon Tetrachloride용매

실험 절차

4.00 g (27.6 mmol) of 2-chloro-3-fluoro-5-methyl pyridine was dissolved in 80 ml of carbon tetrachloride, 7.37 g (41.4 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed overnight. After the reaction was completed, the reaction solution was returned to room temperature, concentrated under reduced pressure and purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to obtain 3.06 g (yield 51%) of 5-(bromomethyl)-2-chloro-3-fluoropyridine.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperaturerefluxed overnight
  3. customwas returned to room temperature
  4. concentrationconcentrated under reduced pressure
  5. custompurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

출처 및 근거

ORD 기록
ord-0de255f4db904a38a841d8ba9c0a04cb
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09301525B2

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