甲酸 → 2-氯-3-氟苯甲酰胺

HRID 661663

反应方程式

HRID 661663 反应方程式
C(O[C:5](=[O:7])C)(=O)C.C(O)=O.[Cl:11][C:12]1[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:13]=1[NH2:14]>>[Cl:11][C:12]1[C:18]([F:19])=[CH:17][CH:16]=[CH:15][C:13]=1[NH:14][CH:5]=[O:7]

参与物

4

反应物 3

HCID 284甲酸HCID 7918乙酐HCID 888842-氯-3-氟苯胺

产物 1

HCID 573465682-氯-3-氟苯甲酰胺收率 95.1%

反应条件

温度
60 °C

实验过程

A solution of acetic anhydride (10 mL, 106 mmol) and formic acid (30 mL, 795 mmol) was stirred at room temperature for 10 mins. 2-Chloro-3-fluoroaniline (2.9 g, 20 mmol) was added and the reaction mixture was stirred at 60° C. for 1.5 h. After cooling to room temperature, the solvents were removed in vacuo and the residue was redissolved in DCM (100 mL) and was washed with sat aq. NaHCO3 until the aqueous phase had a measured pH of 8. The organic layer was further washed with water (2×100 mL), separated and dried over MgSO4. Filtration and concentration in vacuo gave N-(2-chloro-3-fluoro-phenyl)-formamide (3.3 g, 95%) as a colorless solid which did not require further purification. MS (M+H)+: 173.9, tR=2.04 min (method 1).

后处理

  1. temperatureAfter cooling to room temperature
  2. customthe solvents were removed in vacuo
  3. dissolutionthe residue was redissolved in DCM (100 mL)
  4. washwas washed with sat aq. NaHCO3 until the aqueous phase
  5. washThe organic layer was further washed with water (2×100 mL)
  6. customseparated
  7. dry with materialdried over MgSO4
  8. filtrationFiltration and concentration in vacuo

来源与证据

ORD记录
ord-2f1da52840a449cb8d6cbfcb5e7d9ad6
来源数据集
uspto-grants-2011_12
专利号
US08084614B2

关联笔记

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