反应详情

A solution of Example 8 (5.32 g, 28 mmol) and lithium hydroxide monohydrate (1.24 g, 30 mmol) in tetrahydrofuran (45 mL), water (30 mL), and methanol (12 mL) was stirred for 5 hours at room temperature. Water (60 mL) was added, and the reaction mixture was acidified to pH 4 using 2 M HCl and extracted with dichloromethane (5×150 mL). The organics were dried (MgSO4) and the solvent removed in vacuo. Column chromatography (ethyl acetate:heptane 4:1→ethyl acetate:methanol) gave a brown solid. This was dissolved in ethyl acetate, heptane was added, and the mixture was stirred overnight. Solvent was removed by syringe to give product as a pale brown solid, 17 mmol, 61%.

1. extractionextracted with dichloromethane (5×150 mL)
2. dry with materialThe organics were dried (MgSO4)
3. customthe solvent removed in vacuo
4. customColumn chromatography (ethyl acetate:heptane 4:1→ethyl acetate:methanol) gave a brown solid
5. customSolvent was removed by syringe
6. customto give product as a pale brown solid, 17 mmol, 61%