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

HRID 19774노트

반응식

HRID 19774 반응식
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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-1c07357ef5f94260ac9ba00d054174df
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745477B2

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