反应详情

To a stirred solution of ethyl 5-(2-formyl-3-methoxyphenoxy)pentanoate (Example 4) (4.38 g, 0.0156 M) in dry tetrahydrofuran (45 ml) was added dropwise a solution of magnesium iodide (6.533 g, 0.0235 M) in dry ether (95 ml). The mixture was then stirred under reflux (5 hr). The cooled mixture was poured into 10% hydrochloric acid (65 ml). The organic layer was separated and the aqueous phase extracted with ethyl acetate. The combined organic solutions were washed with water, dried (sodium sulphate) and evaporated. The oily residue was chromatographed on silica gel eluting with chloroform to give ethyl 5-(2-formyl-3-hydroxyphenoxy)pentanoate, m.p. 32°-33° C.

1. temperatureunder reflux (5 hr)
2. customThe organic layer was separated
3. extractionthe aqueous phase extracted with ethyl acetate
4. washThe combined organic solutions were washed with water
5. dry with materialdried (sodium sulphate)
6. customevaporated
7. customThe oily residue was chromatographed on silica gel eluting with chloroform