反应 #69964

反应方程式

4-(6-chloro-4-methyl-pyridin-3-yl)-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one

HCl

→

4-(6-chloro-4-methyl-pyridin-3-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione

收率 91.6%

溶剂

acetone

反应条件

后处理

1. 1
   其他The crude reaction mixture
2. 2
   其他is quenched with sodium hydrogen carbonate until the cessation of effervescence
3. 3
   其他the reaction partitioned between ethyl acetate (40 ml) and saturated aqueous ammonium chloride (40 ml)
4. 4
   其他The organic layer is removed
5. 5
   洗涤washed with saturated brine solution
6. 6
   干燥dried over magnesium sulphate
7. 7
   过滤filtered
8. 8
   其他the solvent is removed from the filtrate under reduced pressure

实验过程

To a solution of 4-(6-chloro-4-methyl-pyridin-3-yl)-5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one (119 mg) in acetone (1 ml) in a microwave vial is added 2N HCl (0.6 ml) and the resultant solution is heated to 130° C. by microwave irradiation, with stirring, for 30 minutes. The crude reaction mixture is quenched with sodium hydrogen carbonate until the cessation of effervescence, and the reaction partitioned between ethyl acetate (40 ml) and saturated aqueous ammonium chloride (40 ml). The organic layer is removed, washed with saturated brine solution, dried over magnesium sulphate, filtered, and the solvent is removed from the filtrate under reduced pressure to give 4-(6-chloro-4-methyl-pyridin-3-yl)-10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (104 mg).

来源