Sodium Cyanide → 3-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrile

HRID 47881

反応式

HRID 47881 の反応式
[C-:1]#[N:2].[Na+].[Cl:4][C:5]1[C:6](F)=[N:7][CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1>O.C(#N)CC.CN(C)C1C=CN=CC=1>[Cl:4][C:5]1[C:6]([C:1]#[N:2])=[N:7][CH:8]=[C:9]([C:11]([F:14])([F:13])[F:12])[CH:10]=1

参加物

6

反応物 2

HCID 8929Sodium CyanideHCID 12680753-Chloro-2-fluoro-5-(trifluoromethyl)pyridine

生成物 1

HCID 14733743-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrile収率 83%

試薬・触媒・溶媒 3

HCID 142844-(Dimethylamino)pyridine触媒HCID 962Water溶媒HCID 7854Propionitrile溶媒

反応条件

温度
20 °C

実験手順

A reactor was charged with a solution of sodium cyanide (73.5 g) in water (150 ml), propionitrile (500 ml), 4-dimethylaminopyridine (16 g), and 3-chloro-2-fluoro-5-trifluoromethylpyridine (149.3 g) added over 30 minutes. After stirring for 5 hours at 20° C., the upper organic phase was separated off and washed with water. The lower aqueous layer was extracted with propionitrile, the two organic layers combined and solvent distilled off under vacuum at 45° C. to give an 83% yield of 3-chloro-2-cyano-5-trifluoromethylpyridine.

後処理

  1. additionadded over 30 minutes
  2. customthe upper organic phase was separated off
  3. washwashed with water
  4. extractionThe lower aqueous layer was extracted with propionitrile
  5. distillationsolvent distilled off under vacuum at 45° C.

出典と根拠

ORDレコード
ord-25f66ee5310c437fb8f594e64e59f8fe
出典データセット
uspto-grants-2004_03
特許番号
US06699993B1

関連ノート

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