反应详情

Bis(2-methoxyethyl)amine (Aldrich B4,820-7; 1.6 g; 12 mmol; 3 eq.) was added to a solution of 4-fluoro-3-nitrobenzoic acid (740 mg; 4 mmol; 1 eq.) in EtOH (20 mL) and the resulting mixture was stirred at room temperature for 2 hours then at 70° C. for 20 hours. The solution was concentrated in vacuo and the residue was partitioned between NaOH 0.5M and Et2O. The aqueous layer was acidified to pH 2 with HCl 5M, extracted with ethyl acetate (3×) and the combined organic phase was dried over magnesium sulfate. After evaporation of the solvent, the residue was crystallised from ethyl acetate/n-pentane to afford the title compound (1.12 g, 94%) as a yellow solid.

1. waitat 70° C. for 20 hours
2. concentrationThe solution was concentrated in vacuo
3. customthe residue was partitioned between NaOH 0.5M and Et2O
4. extractionextracted with ethyl acetate (3×)
5. dry with materialthe combined organic phase was dried over magnesium sulfate
6. customAfter evaporation of the solvent
7. customthe residue was crystallised from ethyl acetate/n-pentane