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

HRID 1519011ノート

反応式

HRID 1519011 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-674710ec3a4f4c3b808d9de8c33f3999
出典データセット
uspto-grants-2015_07
特許番号
US09073866B2

反応ノート

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