Tributylstannane → 1-Bromo-2-(2,2,2-trifluoroethyl)benzene

HRID 1094811ノート

反応式

HRID 1094811 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8](OC(N1C=CN=C1)=S)[C:9]([F:12])([F:11])[F:10].C([SnH](CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][C:9]([F:10])([F:11])[F:12]

参加物

4

反応物 2

HCID 5948TributylstannaneHCID 57582364Imidazole-1-carbothioic acid O-[1-(2-bromophenyl)-2,2,2-trifluoroethyl]-ester

生成物 1

HCID 457904731-Bromo-2-(2,2,2-trifluoroethyl)benzene収率 96.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of imidazole-1-carbothioic acid O-[1-(2-bromophenyl)-2,2,2-trifluoroethyl]-ester (Preparation 56, 27.0 g, 73.8 mmol) in toluene (400 ml) was heated at reflux and treated with tri-n-butyltin hydride in three portions: 22 g (75.6 mmol) at first, an additional 10 g (34.4 mmol) after 30 min, and finally 11 g (37.8 mmol) 30 min later. After the addition, the mixture was heated at reflux for another 30 min. The reaction mixture was cooled then the product was distilled at 25 Pa, 60-100° C. to afford the title compound as a colourless oil (17.0 g, 59%).

後処理

  1. temperatureat reflux
  2. customfinally 11 g (37.8 mmol) 30 min
  3. additionAfter the addition
  4. temperaturethe mixture was heated
  5. temperatureat reflux for another 30 min
  6. temperatureThe reaction mixture was cooled
  7. distillationthe product was distilled at 25 Pa, 60-100° C.

出典と根拠

ORDレコード
ord-7b92846416f54a358a6c43e185f2430a
出典データセット
uspto-grants-2012_03
特許番号
US08134007B2

反応ノート

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