Benzoyl Peroxide → 3-Bromo-5-(bromomethyl)-2-chloropyridine

HRID 633592ノート

反応式

HRID 633592 の反応式
[Br:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([CH3:8])[CH:7]=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:1][C:2]1[C:3]([Cl:9])=[N:4][CH:5]=[C:6]([CH2:8][Br:10])[CH:7]=1

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 2854373-Bromo-2-chloro-5-methylpyridine

生成物 1

HCID 848198723-Bromo-5-(bromomethyl)-2-chloropyridine収率 34.4%

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

3-Bromo-2-chloro-5-methylpyridine (4 g, 19.37 mmol), N-bromosuccinimide (3.79 g, 21.3 mmol) and benzoic peroxyanhydride (0.239 g, 0.969 mmol) were combined in carbon tetrachloride (40 mL), heated under reflux for 24 hours, cooled, and filtered to remove succinimide. The filtrate was concentrated. The resulting residue was purified by chromatography (silica gel, 0-30% ethyl acetate in heptanes) to afford the title compound (1.9 g, 34%).

後処理

  1. temperatureheated
  2. temperatureunder reflux for 24 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customto remove succinimide
  6. concentrationThe filtrate was concentrated
  7. customThe resulting residue was purified by chromatography (silica gel, 0-30% ethyl acetate in heptanes)

出典と根拠

ORDレコード
ord-5f1e9721a6ad4763840e47cbb6a5ba51
出典データセット
uspto-grants-2016_04
特許番号
US09321764B2

反応ノート

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