反应详情

A mixture of methyl 2-(3-aminophenoxy)phenylacetate (11.54 g) and methyl formate (27.7 ml) in DMF (25 ml) was added dropwise to a stirred suspension of sodium hydride (3.25 g) in DMF (50 ml) cooled in ice to below 10° C. (effervescence). Following the addition, the reaction mixture was stirred at room temperature for 3 hours, poured into water, acidified with concentrated hydrochloric acid and extracted with ethyl acetate. These extracts were washed with brine, dried and concentrated to give a viscous yellow oil. Potassium carbonate (12.4 g) and dimethyl sulphate (4.25 ml) were added successively to a stirred solution of this yellow oil in DMF (50 mls) and the resulting mixture was stirred at room temperature for 3 hours, poured into water and extracted with ethyl acetate. The extracts were washed with water, dried and concentrated to give (E)-methyl 2-[2-(3-formamidophenoxy)-phenyl]-3-methoxypropenoate (13.67, 93% yield) as a clear green gum.

1. temperaturecooled in ice to below 10° C. (effervescence)
2. additionthe addition
3. extractionextracted with ethyl acetate
4. washThese extracts were washed with brine
5. customdried
6. concentrationconcentrated
7. customto give a viscous yellow oil
8. stirringthe resulting mixture was stirred at room temperature for 3 hours
9. extractionextracted with ethyl acetate
10. washThe extracts were washed with water
11. customdried
12. concentrationconcentrated