反应详情

To p-benzyloxyphenol (7.05 g, 35.2 mmol) was added to a solution of NaH (60% dispersion in oil, 1.70 g, 42.2 mmol) in anhy. DMF (70 mL) at 0° C. The mixture was stirred at ambient temperature for 30 min, then cooled to −10° C. and (R)-2-(Toluene-4-sulfonyloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (12.5 g, 35.2 mmol) in anhy.DMF (20 mL) was added dropwise over 5 min. The mixture was stirred at 92° C. for 5 h and then ambient temperature overnight. The reaction mixture was poured into ice water and stirred for one h. The subsequent mixture was filtered and the organic portion was extracted into ether. The portion was dried over anhy. MgSO4, and concentrated to afford the product (11.7 g, 86%).

1. customat 0° C
2. temperaturecooled to −10° C.
3. stirringThe mixture was stirred at 92° C. for 5 h
4. customambient temperature overnight
5. stirringstirred for one h
6. filtrationThe subsequent mixture was filtered
7. extractionthe organic portion was extracted into ether
8. customThe portion was dried over anhy
9. concentrationMgSO4, and concentrated