Benzoyl Peroxide → 4-(Bromomethyl)-2-chloro-1-(trifluoromethyl)benzene

HRID 659985ノート

反応式

HRID 659985 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([CH:5]=[CH:4][C:3]=1[C:9]([F:10])([F:11])[F:12])[CH2:8][Br:13]

参加物

6

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 27366192-Chloro-4-methylbenzotrifluoride

生成物 1

HCID 235127654-(Bromomethyl)-2-chloro-1-(trifluoromethyl)benzene収率 80.4%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 2-chloro-4-methyl-1-trifluoromethylbenzene 26 (0.20 g, 1 mmol), N-bromosuccinimide (0.17 g, 1 mmol) and benzoyl peroxide (7.4 mg, 0.03 mmol) in carbon tetrachloride (2 mL) was heated to reflux for 2 hours. Another portion of benzoyl peroxide (20 mg, 0.08 mmol) was added. The mixture was heated to reflux for another 0.5 hours. The reaction mixture was further stirred at room temperature for 16 hours. The solid was removed by filtration. The solvent was removed under reduced pressure. The crude product was purified by flash chromatography on silica, using petroleum ether as eluent, to give 0.22 g (80%) of Compound 27.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 2 hours
  3. temperatureThe mixture was heated
  4. temperatureto reflux for another 0.5 hours
  5. customThe solid was removed by filtration
  6. customThe solvent was removed under reduced pressure
  7. customThe crude product was purified by flash chromatography on silica

出典と根拠

ORDレコード
ord-3ae774771915446cad747b24a9271051
出典データセット
uspto-grants-2011_12
特許番号
US08084454B2

反応ノート

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