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

HRID 1193965ノート

反応式

HRID 1193965 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-91b60b8632604661b5679df154796bdd
出典データセット
uspto-grants-1989_03
特許番号
US04812454

反応ノート

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