Hydrochloric Acid → N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methylprop-2-enamide

HRID 412836

反応式

HRID 412836 の反応式
[C:1]([NH2:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7]([C:9]1[CH:14]=[CH:13][C:12](F)=[CH:11][C:10]=1[C:16]([F:19])([F:18])[F:17])#[N:8].[H-].[Na+].Cl>CN(C)C=O.CCCCCC.O>[C:7]([C:9]1[CH:14]=[CH:13][C:12]([NH:6][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3])=[CH:11][C:10]=1[C:16]([F:17])([F:18])[F:19])#[N:8]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 6595MethacrylamideHCID 24758Sodium hydrideHCID 6050854-Fluoro-2-(trifluoromethyl)benzonitrile

生成物 1

HCID 11149469N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methylprop-2-enamide

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒HCID 8058Hexane溶媒

反応条件

温度
-20 °C

実験手順

To a solution of methacrylamide (153.00 g, 1797.88 mmol) in 800 mL of N,N-dimethylformamide was added 4-cyano-3-(trifluoromethyl)phenyl fluoride (200 g, 1057.58 mmol) at room temperature. The solution was cooled in a methanol/dry ice bath to −20° C. To this cooled solution was added sodium hydride (102 g, 2696.84 mmol), portion-wise, while keeping the reaction mixture temperature below 70° C. The reaction mixture was allowed to cool to room temperature and stirred for 4 hours under nitrogen atmosphere. Water (915 mL) was added followed by 18% HCl (250 mL) and hexane (970 mL). The resultant slurry was allowed to stir overnight. The solid was filtered, washed sequentially with water (3×150 mL) and hexane (100 mL), and dried at 60° C. to give the title product as an off white solid (260 g, 97%).

後処理

  1. customthe reaction mixture temperature below 70° C
  2. temperatureto cool to room temperature
  3. stirringto stir overnight
  4. filtrationThe solid was filtered
  5. washwashed sequentially with water (3×150 mL) and hexane (100 mL)
  6. customdried at 60° C.

出典と根拠

ORDレコード
ord-d113f59bfde646149230683ce9a96dd1
出典データセット
uspto-grants-2003_05
特許番号
US06562994B2

関連ノート

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