Water → 3-Chloro-5-(trifluoromethyl)pyridine

HRID 606786

반응식

HRID 606786 반응식
Cl[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.O.N1C=CC=CC=1CC=O>[Zn].C(O)(=O)C>[Cl:8][C:7]1[CH:2]=[N:3][CH:4]=[C:5]([C:9]([F:11])([F:10])[F:12])[CH:6]=1

참가 물질

6

반응물 3

HCID 962WaterHCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridineHCID 117151722-(Pyridin-2-YL)acetaldehyde

생성물 1

HCID 27366983-Chloro-5-(trifluoromethyl)pyridine수율 7.1%

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 176Acetic Acid용매

반응 조건

온도
90 °C

실험 절차

Add zinc dust (1.18 g) to a suspension of 2,3-dichloro-5-trifluoromethyl-pyridine (2.0 g, 9.30 mmol) in 80:20 water and acetic acid (5 mL) and stir at 90° C. for 1 h. Add more zinc dust (1g) and stir at 90° C. for an additional 15 min. Cool the reaction mixture to room temperature, filter, and wash with dichloromethane. Carefully concentrate and purify the residue by silica gel chromatography, eluting with 100:0 to 0:100 hexane:dichloromethane, to obtain the title compound as a volatile oil (0.120g, 7%).

후처리

  1. stirringstir at 90° C. for an additional 15 min
  2. temperatureCool the reaction mixture to room temperature
  3. filtrationfilter
  4. washwash with dichloromethane
  5. concentrationCarefully concentrate
  6. custompurify the residue by silica gel chromatography
  7. washeluting with 100:0 to 0:100 hexane

출처 및 근거

ORD 기록
ord-a90e4a127c254a10a0cebcff8276d27e
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915424B2

연결된 노트

불러오는 중…