反应详情

A solution of 9.74 g (ca. 20 mmol) of rac-2-(4-ethoxy-4-oxobutoxy)-6-[6-[(tetrahydro-2H-pyran-2-yl)oxy]hexyl]benzenepropanoic acid methyl ester from the preceding example, and 0.53 g of p-toluenesulfonic acid monohydrate, in 270 mL of methanol was stirred and refluxed for 21.5 hr. Most of the solvent was removed in vacuo and the residue was dissolved in ether. The ether solution was washed with saturated sodium bicarbonate solution and processed in the usual manner giving an oil. This material was chromatographed on 200 g of silica gel, eluting with hexane-ethyl acetate mixtures. There was obtained 7.03 g (92.5%) of 2-(6-hydroxyhexyl)-6-(4-methoxy-4-oxobutoxy)benzenepropanoic acid methyl ester as a colorless oil.

1. temperaturerefluxed for 21.5 hr
2. customMost of the solvent was removed in vacuo
3. dissolutionthe residue was dissolved in ether
4. washThe ether solution was washed with saturated sodium bicarbonate solution
5. customgiving an oil
6. customThis material was chromatographed on 200 g of silica gel
7. washeluting with hexane-ethyl acetate mixtures