反应详情

温度

50 °C

A mixture of 3-benzyloxycarbonylamino-5-ethoxy-benzoic acid methyl ester (D47) (15 g, 45.5 mmol, 1 equiv), 10% palladium on charcoal (50% wet, 1.5 g, 5% w/w) and NH4COOH (15 g, 455 mmol, 10 equiv) H2O (50 ml) and MeOH (200 ml) was stirred at 50° C. for 2 h. The mixture was cooled to room temperature and the catalyst was filtered off through a pad of celite. Most of the MeOH was removed in vacuo and the residue was partitioned between saturated aqueous NaHCO3 solution and AcOEt. The aqueous phase was re-extracted with AcOEt. The combined organic phases were dried over MgSO4 and concentrated in vacuo to give 3-amino-5-ethoxy-benzoic acid methyl ester (D49) (8.8 g, 99%) as a pale green solid which was used in the next step without further purification. [M+H]+=196.1, RT=2.49 min

1. temperatureThe mixture was cooled to room temperature
2. filtrationthe catalyst was filtered off through a pad of celite
3. customMost of the MeOH was removed in vacuo
4. customthe residue was partitioned between saturated aqueous NaHCO3 solution and AcOEt
5. extractionThe aqueous phase was re-extracted with AcOEt
6. dry with materialThe combined organic phases were dried over MgSO4
7. concentrationconcentrated in vacuo