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

HRID 1851683

反応式

HRID 1851683 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 592970785-(Bromomethyl)-2-chloro-3-fluoropyridine収率 51%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-89c0e7f9ae704813bc970c6daeec7fbe
出典データセット
uspto-grants-2015_02
特許番号
US08957214B2

関連ノート

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