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

HRID 639523ノート

反応式

HRID 639523 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
50 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-54f84f45b84d4484bbd2c61b7056c7d3
出典データセット
uspto-grants-2010_04
特許番号
US07691876B2

反応ノート

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