反应详情

276 mg of rac-(1R*,2R*,4R*)-(2-hydroxy-5-thiophen-2-yl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid tert.-butyl ester were dissolved in EtOH (1.7 mL) and treated with LiOH.H2O (181 mg), H2O (0.55 mL) and MeOH (1.65 mL). The reaction mixture was stirred at rt for 4 days and concentrated in vacuo. The resulting aq. residue was partitioned between water and Et2O. The aq. layer was separated, acidified with 25%-HCl, and extracted with DCM. The organic phase was dried over anh. Na2SO4 and concentrated to give 205 mg of rac-(1R*,2R*,4R*)-(2-hydroxy-5-thiophen-2-yl-bicyclo[2.2.2]oct-5-en-2-yl)-acetic acid as a white solid.

1. concentrationconcentrated in vacuo
2. customThe resulting aq. residue was partitioned between water and Et2O
3. customThe aq. layer was separated
4. extractionextracted with DCM
5. dry with materialThe organic phase was dried over anh. Na2SO4
6. concentrationconcentrated