反应详情

A suspension of ethyl 3-methoxy-4-(1-methylpiperidin-4-ylmethoxy)-6-nitrobenzoate (3.89 g, 10 mmol) in methanol (80 ml) containing 10% platinum on activated carbon (50% wet) (389 mg) was hydrogenated at 1.8 atmospheres pressure until uptake of hydrogen ceased. The mixture was filtered and the filtrate was evaporated. The residue was dissolved in water (30 ml) and adjusted to pH10 with a saturated solution of sodium hydrogen carbonate. The mixture was diluted with ethyl acetate/ether (1/1) and the organic layer was separated. The aqueous layer was further extracted with ethyl acetate/ether and the organic layers were combined. The organic layers were washed with water, brine, dried (MgSO4), filtered and evaporated. The resulting solid was triturated in a mixture of ether/petroleum ether, filtered, washed with petroleum ether and dried under vacuum at 60° C. to give ethyl 6-amino-3-methoxy-4-(1-methylpiperidin-4-ylmethoxy)benzoate (2.58 g, 80%).

1. filtrationThe mixture was filtered
2. customthe filtrate was evaporated
3. dissolutionThe residue was dissolved in water (30 ml)
4. additionThe mixture was diluted with ethyl acetate/ether (1/1)
5. customthe organic layer was separated
6. extractionThe aqueous layer was further extracted with ethyl acetate/ether
7. washThe organic layers were washed with water, brine
8. dry with materialdried (MgSO4)
9. filtrationfiltered
10. customevaporated
11. customThe resulting solid was triturated in a mixture of ether/petroleum ether
12. filtrationfiltered
13. washwashed with petroleum ether
14. customdried under vacuum at 60° C.