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

HRID 606786

反応式

HRID 606786 の反応式
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

参加物

6

反応物 3

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

生成物 1

HCID 27366983-Chloro-5-(trifluoromethyl)pyridine収率 7.1%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

反応条件

温度
90 °C

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-a90e4a127c254a10a0cebcff8276d27e
出典データセット
uspto-grants-2011_03
特許番号
US07915424B2

関連ノート

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