Réaction #69964

Équation de réaction

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

Rendement 91.6%

Solvants

acetone

Conditions de réaction

Traitement

1. 1
   AutreThe crude reaction mixture
2. 2
   Autreis quenched with sodium hydrogen carbonate until the cessation of effervescence
3. 3
   Autrethe reaction partitioned between ethyl acetate (40 ml) and saturated aqueous ammonium chloride (40 ml)
4. 4
   AutreThe organic layer is removed
5. 5
   Lavagewashed with saturated brine solution
6. 6
   Séchagedried over magnesium sulphate
7. 7
   Filtrationfiltered
8. 8
   Autrethe solvent is removed from the filtrate under reduced pressure

Mode opératoire

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).

Source