Benzoyl Peroxide → 5-(Bromomethyl)-2-chloro-3-fluoropyridine

HRID 1519011노트

반응식

HRID 1519011 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(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[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 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 135413652-Chloro-3-fluoro-5-methylpyridine

생성물 1

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

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

2-chloro-3-fluoro-5-methylpyridine in an amount of 4.00 g (27.6 mmol) was dissolved in 80 mL of carbon tetrachloride, following which 7.37 g (41.4 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added and the mixture was refluxed overnight under heating. Following reaction completion, the reaction mixture was returned to room temperature, concentrated under reduced pressure, and purified by silica gel column chromatography (hexane/ethyl acetate=19:1), giving 3.06 g of 5-(bromomethyl)-2-chloro-3-fluoropyridine (yield, 51%).

후처리

  1. additionwere added
  2. temperaturethe mixture was refluxed overnight
  3. temperatureunder heating
  4. customreaction completion
  5. customwas returned to room temperature
  6. concentrationconcentrated under reduced pressure
  7. custompurified by silica gel column chromatography (hexane/ethyl acetate=19:1)

출처 및 근거

ORD 기록
ord-674710ec3a4f4c3b808d9de8c33f3999
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073866B2

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