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

HRID 897162

反応式

HRID 897162 の反応式
[C-:1]#[N:2].[K+].[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.[F-]>O.CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-]>[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 3

HCID 9032Potassium CyanideHCID 28179Fluoride IonHCID 12680753-Chloro-2-fluoro-5-(trifluoromethyl)pyridine

生成物 1

HCID 14733743-Chloro-5-(trifluoromethyl)pyridine-2-carbonitrile収率 90%

試薬・触媒・溶媒 2

HCID 21218Trioctylmethylammonium chloride触媒HCID 962Water溶媒

実験手順

A solution of potassium cyanide (71.6 g) in water (215 g) was added during 1 hour to a stirred mixture of 3-chloro-2-fluoro-5-trifluoromethylpyridine (199.5 g) and Aliquat 336 (tricaprylylmethylammonium chloride, 12.1 g) at 30° C. Stirring was maintained at this temperature for 4 hours at which time the amount of starting fluoride was less than 1% by hplc. The lower organic phase was separated and washed with aqueous sodium chloride solution and distilled to give 3-chloro-2-cyano-5-trifluoromethylpyridine (185.8 g, 90% yield) bp 90° C. at 15 mbar. The purity of this product was 98%.

後処理

  1. customThe lower organic phase was separated
  2. washwashed with aqueous sodium chloride solution
  3. distillationdistilled

出典と根拠

ORDレコード
ord-5972c1124d494dfca3add41c53cdbff2
出典データセット
uspto-grants-2005_07
特許番号
US06921828B2

関連ノート

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