反应详情

温度

0 °C

Under argon, 15 g (59.2 mmol) of methyl N-(diphenylmethylene)glycinate [described in: WO2010/123792 A1, 2010; pp. 11-13] were initially charged in 127 ml of 1,4-dioxane, the mixture was cooled to 0° C. and 68.1 ml (68.1 mmol) of a 1 N potassium tert-butoxide solution in THF were added. The reaction solution was stirred at 0° C. for 1 h, 21.2 g (78.7 mmol) of 4,4,5,5,5-pentafluoropentyl methanesulphonate [commercially available; additionally described in: H. Kimura et al. Chemistry and Biology 2010, 17, 18-27] were added and the mixture was stirred at 50° C. overnight. The mixture was cooled to RT, 59.2 ml (118.4 mmol) of 2 N hydrochloric acid in diethyl ether and 2.1 ml (118.4 mmol) of water were added and the mixture was stirred vigorously at RT overnight. The reaction mixture was concentrated and the residue was dried under high vacuum. This gave about 17 g of the target compound as a crude mixture which was used without further purification for the next step.

1. additionKimura et al. Chemistry and Biology 2010, 17, 18-27] were added
2. stirringthe mixture was stirred at 50° C. overnight
3. temperatureThe mixture was cooled to RT
4. stirringthe mixture was stirred vigorously at RT overnight
5. concentrationThe reaction mixture was concentrated
6. customthe residue was dried under high vacuum
7. customThis gave about 17 g of the target compound as a crude mixture which was used without further purification for the next step