反应详情

A solution of ethyl 4-hydroxymandelate (19.6 g, 0.1 mol), 1,3-dibromopropane (60.75 g, 0.3 mol) and cesium carbonate (35.75 g, 0.11 mol) in dry DMF (200 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and 1.0 N HCl. The organic layer was washed twice with water, once with brine and then dried over sodium sulfate. The organic layer was then filtered and the solvent remove in vacuo. The resulting oil was chromatographed on silica gel, using a gradient of 100% hexane to methylene chloride/hexane (2:1) to yield the titled compound.

1. customThe reaction mixture was partitioned between ethyl acetate and 1.0 N HCl
2. washThe organic layer was washed twice with water, once with brine
3. dry with materialdried over sodium sulfate
4. filtrationThe organic layer was then filtered
5. customthe solvent remove in vacuo
6. customThe resulting oil was chromatographed on silica gel