反应详情

Combine methyl 2-methoxy-5-(t-butyldimethylsilyloxy)benzoate (11.1 g. 37.4 mmol) and ammonium fluoride (6.94 g, 0.187 mmol) in methanol (150 mL). Heat to reflux. After 1 hour, evaporate in vacuo to give a residue. Partition the residue between ethyl acetate and water, separate the layers, extract the organic layer with water and then brine. Dry the organic layer over MgSO4, filter, and evaporate in uacuo to give methyl 2-methoxy-5-hydroxybenzoate: mp; 110-112° C. Rf=0.27 (silica gel, 5% ethyl acetate/hexane).

1. temperatureHeat to reflux
2. customevaporate in vacuo
3. customto give a residue
4. customPartition the residue between ethyl acetate and water
5. customseparate the layers
6. extractionextract the organic layer with water
7. dry with materialDry the organic layer over MgSO4
8. filtrationfilter
9. customevaporate in uacuo