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

HRID 47881

반응식

HRID 47881 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매HCID 7854Propionitrile용매

반응 조건

온도
20 °C

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-25f66ee5310c437fb8f594e64e59f8fe
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06699993B1

연결된 노트

불러오는 중…