反应详情

温度

0 °C

1-Hydroxybenzotriazole (273 mg, 2.0 mmol), 4-fluoroaniline (0.095 ml, 1.0 mmol) and N-methylmorpholine (0.222 ml, 2.0 mmol) were added to a solution of (4-dimethylamino-4-phenylcyclohexylidene)acetic acid hydrochloride (296 mg, 1.0 mmol) in dry dimethylformamide (10 ml) under argon. The solution was cooled to 0° C. and dicyclohexylcarbodiimide (417 mg, 2.0 mmol) was added. The reaction mixture was stirred at RT for 7 d. Working up of the mixture was carried out by separating off the urea which had precipitated out and introducing the filtrate into a mixture of saturated NaCl solution (40 ml) and saturated NaHCO3 solution (10 ml). Still further urea thereby precipitated out and was separated off. 5 M sodium hydroxide solution (4 ml, 20 mmol) was added to the aqueous phase and the mixture was diluted with water (300 ml) and stored at 5° C. for 3 d. The product thereby precipitated out as a colourless solid in a yield of 82% (287 mg).

1. customby separating off the urea which
2. customhad precipitated out
3. additionintroducing the filtrate
4. additioninto a mixture of saturated NaCl solution (40 ml) and saturated NaHCO3 solution (10 ml)
5. customStill further urea thereby precipitated out and
6. customwas separated off
7. waitstored at 5° C. for 3 d
8. customThe product thereby precipitated out as a colourless solid in a yield of 82% (287 mg)