反应详情

A mixture of 200 mg (1.15 mmol) of 4-chlorobicyclo[3.2.1]oct-3-en-2-one, (Preparation Example P2) 16 mg (0.12 mmol) of ZnCl2, 324 mg (1.15 mmol) of 2-methoxyethoxymethyl-6 -trifluoromethylnicotinic acid, 166 mg (1.27 mmol) of diisopropylethylamine and 5 ml of toluene is stirred under a nitrogen atmosphere at room temperature until a clear brown solution having a white sediment is formed. The reaction mixture is then maintained under moderate reflux for 26 hours in an oil bath, with stirring. The reaction mixture is then cooled to ambient temperature and 30 ml of dichloromethane are added. The solution is then washed twice with water (20 ml each time) and then twice with 0.1M hydrochloric acid (20 ml each time) and again twice with water (15 ml each time). After drying the organic solution using magnesium sulfate and concentrating in vacuo, 284 mg of 4-(2-methoxyethoxymethyl-6-trifluoromethyl-pyridin-3-ylcarbonyloxy)-bicyclo[3.2.1]oct-3-en-2-one are obtained in the form of a brown oil.

1. customis formed
2. temperatureThe reaction mixture is then maintained
3. temperatureunder moderate reflux for 26 hours in an oil bath
4. stirringwith stirring
5. temperatureThe reaction mixture is then cooled to ambient temperature
6. washThe solution is then washed twice with water (20 ml each time)
7. customAfter drying the organic solution
8. concentrationconcentrating in vacuo, 284 mg of 4-(2-methoxyethoxymethyl-6-trifluoromethyl-pyridin-3-ylcarbonyloxy)-bicyclo[3.2.1]oct-3-en-2-one
9. customare obtained in the form of a brown oil