Sodium Cyanide → 2-(4-Chloro-3-(trifluoromethyl)phenyl)acetonitrile

HRID 19774ノート

反応式

HRID 19774 の反応式
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([Cl:9])=[C:5]([C:10]([F:13])([F:12])[F:11])[CH:4]=1.[C-:14]#[N:15].[Na+]>CS(C)=O>[Cl:9][C:6]1[CH:7]=[CH:8][C:3]([CH2:2][C:14]#[N:15])=[CH:4][C:5]=1[C:10]([F:13])([F:12])[F:11]

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 27781144-Chloro-3-(trifluoromethyl)benzyl bromide

生成物 1

HCID 50046852-(4-Chloro-3-(trifluoromethyl)phenyl)acetonitrile

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

3.94 g of 4-bromomethyl-1-chloro-2-trifluoromethyl-benzene (14.4 mmol) and 1.06 g sodium cyanide (21.6 mmol) were suspended in 12 ml DMSO under argon and stirring and heated to 50° C. for 1 h. The reaction mixture was then poured on water/ice and extracted four times with DCM. The combined organic phases were washed with water, dried with magnesium sulfate, filtered and concentrated in vacuo, leading to 3.188 g of (4-chloro-3-trifluoromethyl-phenyl)-acetonitrile as a dark red oil, which was directly used in the next step.

後処理

  1. additionThe reaction mixture was then poured on water/ice
  2. extractionextracted four times with DCM
  3. washThe combined organic phases were washed with water
  4. dry with materialdried with magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-1c07357ef5f94260ac9ba00d054174df
出典データセット
uspto-grants-2010_06
特許番号
US07745477B2

反応ノート

読み込み中…