反应详情

To a stirred solution of 1-{6-[4-(trifluoromethyl)phenyl]-2-pyridinyl}-1-pentanol (62 mg, 0.20 mmol) and 2-(trimethylsilyl)ethyl 4-(4-hydroxyphenyl)butanoate (55 mg, 0.20 mmol) in dry THF (4 mL) at 0° C. (ice/water bath), under nitrogen, was added ADDP (102 mg, 0.40 mmol) followed by nBu3P (100 μL, 0.40 mmol), and the mixture stirred with slow warming to rt over 64.5 hours. The mixture was then concentrated under vacuum and the solid residue partitioned between DCM (5 mL) and water (5 mL) using a hydrophobic frit. The layers were separated and the aqueous layer re-extracted with DCM (5 mL) and the combined organic layer reduced. Purification by SPE (silica, 5 g Cartridge) eluting with cyclohexane:EtOAc (gradient 50:1 to 7.5:1) afforded the title compound (42 mg).

1. concentrationThe mixture was then concentrated under vacuum
2. customthe solid residue partitioned between DCM (5 mL) and water (5 mL)
3. customThe layers were separated
4. extractionthe aqueous layer re-extracted with DCM (5 mL)
5. customPurification by SPE (silica, 5 g Cartridge)
6. washeluting with cyclohexane