反应详情

A mixture of methyl 3-benzyloxy-5-methoxy4-nitrophenoxyacetate(1 g), ethanol(30 mL) and 10% palladium on carbon catalyst(0.2 g) was stirred stirred under an atmosphere of hydrogen for 18 h. The mixture was filtered and the filtrate treated with phenylisothiocyanate(0.35 mL) followed by yellow mercuric oxide(0.85 g). The mixture was stirred at reflux for 4 h, then filtered and the filtrate was evaporated to dryness. The residue was purified by flash chromatography eluting with increasingly polar mixtures of ethyl acetate and hexane to give the product (0.75 g),[m/e329MH+].

1. stirringstirred under an atmosphere of hydrogen for 18 h
2. filtrationThe mixture was filtered
3. additionthe filtrate treated with phenylisothiocyanate(0.35 mL)
4. stirringThe mixture was stirred
5. temperatureat reflux for 4 h
6. filtrationfiltered
7. customthe filtrate was evaporated to dryness
8. customThe residue was purified by flash chromatography
9. washeluting
10. temperaturewith increasingly polar mixtures of ethyl acetate and hexane