反应详情

4-Aminoresorcinol hydrochloride (2.0 g, 12.4 mM), acetyl chloride (1.0 g, 12.6 mM), triethylamine (1.38 g, 13.6 mM) and pyridinium-p-toluenesulfonate (PPTS, 800 mg, 3.2 mM) were refluxed in xylenes (50 mL) for about 18 hours. Additional PPTS (300 mg) was added and the mixture was then refluxed about 48 hours. The reaction mixture was concentrated and the residue dissolved in ethyl acetate (200 mL) and washed with H2O (3×150 mL). The combined aqueous layer was back extracted with ethyl acetate (200 mL) and the combined organic layers were dried over MgSO4. Filtration and concentration provided 1.36 g. Filtration through a silica gel column eluted with 10% methanol/methylene chloride provided an orange solid, 0.3 g; m.p., 94-96° C.

1. temperaturethe mixture was then refluxed about 48 hours
2. concentrationThe reaction mixture was concentrated
3. dissolutionthe residue dissolved in ethyl acetate (200 mL)
4. washwashed with H2O (3×150 mL)
5. extractionThe combined aqueous layer was back extracted with ethyl acetate (200 mL)
6. dry with materialthe combined organic layers were dried over MgSO4
7. filtrationFiltration and concentration
8. customprovided 1.36 g
9. filtrationFiltration through a silica gel column
10. washeluted with 10% methanol/methylene chloride
11. customprovided an orange solid, 0.3 g
12. customm.p., 94-96° C.