N-bromobutanimide → 5-(Bromomethyl)-2-chloro-3-fluoropyridine

HRID 623285

反応式

HRID 623285 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(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[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 2

HCID 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 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

4.00 g (27.6 mmol) of 2-chloro-3-fluoro-5-methyl pyridine was dissolved in 80 ml of carbon tetrachloride, 7.37 g (41.4 mmol) of N-bromosuccinimide and 20 mg of benzoyl peroxide were added thereto, and the resulting mixture was heated and refluxed overnight. After the reaction was completed, the reaction solution was returned to room temperature, concentrated under reduced pressure and purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to obtain 3.06 g (yield 51%) of 5-(bromomethyl)-2-chloro-3-fluoropyridine.

後処理

  1. temperaturethe resulting mixture was heated
  2. temperaturerefluxed overnight
  3. customwas returned to room temperature
  4. concentrationconcentrated under reduced pressure
  5. custompurified by silica gel column chromatography (hexane:ethyl acetate=19:1)

出典と根拠

ORDレコード
ord-0de255f4db904a38a841d8ba9c0a04cb
出典データセット
uspto-grants-2016_04
特許番号
US09301525B2

関連ノート

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