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

HRID 639523노트

반응식

HRID 639523 반응식
BrCC1C=CC([Cl:9])=C(C(F)(F)F)C=1.[C-]#N.[Na+].[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][C:25]#[N:26])=[CH:20][C:19]=1[C:27]([F:30])([F:29])[F:28]>CS(C)=O>[ClH:9].[Cl:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][NH2:26])=[CH:20][C:19]=1[C:27]([F:28])([F:29])[F:30]

참가 물질

5

반응물 3

HCID 8929Sodium CyanideHCID 27781144-Chloro-3-(trifluoromethyl)benzyl bromideHCID 50046852-(4-Chloro-3-(trifluoromethyl)phenyl)acetonitrile

생성물 1

HCID 685607522-(4-Chloro-3-trifluoromethyl-phenyl)-ethylamine hydrochloride

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
50 °C

실험 절차

A mixture of 4-bromomethyl-1-chloro-2-trifluoromethyl-benzene (3.94 g, 14.4 mmol) and sodium cyanide (1.06 g, 21.6 mmol) in dimethyl sulfoxide (12 mL) was heated at 50° C. for one hour. The reaction mixture was then poured on ice water and extracted four times with dichloromethane. The combined organic phases were washed with water, dried over magnesium sulfate, filtered and concentrated, leading to (4-chloro-3-trifluoromethyl-phenyl)-acetonitrile (3.19 g, 14.4 mmol) as a dark red oil. This crude material was transformed into the title compound in accordance with the general method of example H2. White solid, MS (ISP) 224.1 (M−Cl)+.

후처리

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

출처 및 근거

ORD 기록
ord-54f84f45b84d4484bbd2c61b7056c7d3
출처 데이터셋
uspto-grants-2010_04
특허 번호
US07691876B2

반응 노트

불러오는 중…