2-Fluoroaniline → N-(2-fluorophenyl)acrylamide

HRID 1020376노트

반응식

HRID 1020376 반응식
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].OP([O-])([O-])=O.[Na+].[Na+].[F:13][C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH2:16]>C(Cl)Cl>[F:13][C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH:16][C:1](=[O:4])[CH:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 95842-FluoroanilineHCID 13140Acryloyl chlorideHCID 24203Sodium Phosphate, Dibasic

생성물 1

HCID 3677416N-(2-fluorophenyl)acrylamide수율 68%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of acryloyl chloride (0.70 mL, 8.63 mmol) and sodium phosphate dibasic (2.45 g, 17.26 mmol) in anhydrous methylene chloride (18.0 mL) at 0° C. was added dropwise 2-fluoroaniline (0.834 mL, 8.63 mmol). The reaction mixture was stirred at room temperature for 12 h. It was then filtered over a celite pad, washed with methylene chloride (50 mL) and concentrated to afford N-(2-fluorophenyl)acrylamide (C-4) as a white solid (0.959 g, 68% yield). MS (M+1): m/e 166. This material was used for the next step with no additional purification.

후처리

  1. filtrationIt was then filtered over a celite pad
  2. washwashed with methylene chloride (50 mL)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d01ba857e928488fa0f23f37af1e3344
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08716312B2

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