反应详情

A mixture of 767 mg (1.9 mmol) of [[3-(2-amino-1,2-dioxoethyl)-1-[(4-fluorophenyl)methyl]-2-methyl-1H-indol-4-yl]oxy]acetic acid methyl ester, 10 mL of 1N NaOH and 30 mL of MeOH was heated to maintain reflux for 0.67 hours, cooled to room temperature and stirred 1 hour. Ethyl acetate and water were added and the aqueous layer separated, made acidic to pH 2-3 with 1N HCl and the mixture extracted wtih ethyl acetate two times. The combined ethyl acetate extracts were dried (MgSO4) and concentrated. The remaining solid was washed with a small volume of ethyl acetate to give 593 mg (81% yield) of [[3-(2-amino-1,2-dioxoethyl)-1-[(4-fluorophenyl)methyl]-2-methyl-1H-indol-4-yl]oxy]acetic acid, mp, 244-247° C.

1. temperaturewas heated
2. temperatureto maintain
3. temperaturereflux for 0.67 hours
4. customthe aqueous layer separated
5. extractionthe mixture extracted wtih ethyl acetate two times
6. dry with materialThe combined ethyl acetate extracts were dried (MgSO4)
7. concentrationconcentrated
8. washThe remaining solid was washed with a small volume of ethyl acetate