Benzoyl Peroxide → 5-(Bromomethyl)-2-(trifluoromethyl)pyridine

HRID 622710노트

반응식

HRID 622710 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([F:11])([F:10])[F:9])=[N:6][CH:7]=1.[Br:12]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[F:10][C:8]([F:11])([F:9])[C:5]1[CH:4]=[CH:3][C:2]([CH2:1][Br:12])=[CH:7][N:6]=1

참가 물질

5

반응물 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 144227915-Methyl-2-(trifluoromethyl)pyridine

생성물 1

HCID 144051255-(Bromomethyl)-2-(trifluoromethyl)pyridine

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

5-Methyl-2-trifluoromethylpyridine (see J. Org. Chem., vol. 29, pages 569-571) (8.1 g) was dissolved in 50 ml of carbon tetrachloride, and N-bromosuccinimide (8.9 g) and a catalytic amount of benzoyl peroxide were added. The mixture was refluxed for 7 hours with stirring. The reaction mixture was cooled, and insoluble materials were collected by filtration. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to give 2-trifluoromethyl-5-pyridylmethyl bromide (also known as 5-bromomethyl-2-trifluoromethylpyridine) (7.3 g).

후처리

  1. temperatureThe mixture was refluxed for 7 hours
  2. temperatureThe reaction mixture was cooled
  3. filtrationinsoluble materials were collected by filtration
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-40f2620b54a34a33819f77c0004ce333
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04772620

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