反应详情

To a solution of 4-(3-carboxy-4-hydroxyphenoxy)-1-nitrobenzene (prepared from 2,5-dihydroxybenzoic acid in a manner analogous to that described in Method A13, Step 1, 12 mmol) in acetone (50 mL) was added K2CO3 (5 g) and dimethyl sulfate (3.5 mL). The resulting mixture was heated at the reflux temp. overnight, then cooled to room temp. and filtered through a pad of Celite®. The resulting solution was concentrated under reduced pressure, absorbed onto SiO2, and purified by column chromatography (50% EtOAc/50% hexane) to give 4-(3-methoxycarbonyl-4-methoxyphenoxy)-1-nitrobenzene as a yellow powder (3 g): mp 115-118° C.

1. temperatureThe resulting mixture was heated at the reflux temp
2. temperatureovernight, then cooled to room temp.
3. filtrationfiltered through a pad of Celite®
4. concentrationThe resulting solution was concentrated under reduced pressure
5. customabsorbed onto SiO2
6. custompurified by column chromatography (50% EtOAc/50% hexane)