反应详情

Sodium hydride (60% oil dispersion, 0.24 g) was added to a stirred solution of tert-butyl (S)-3-hydroxypyrrolidine-1-carboxylate (0.935 g) in THF (15 mL) and the mixture was stirred for 5 minutes. 2-Bromo-5-fluorobenzyl bromide (1.608 g) was added and stirring was continued for 20 hours. The resultant suspension was filtered and the filtrate was evaporated to dryness. The residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-15% to give tert-butyl (S)-3-(2-bromo-5-fluorobenzyloxy)-pyrrolidine-1-carboxylate (1.88 g) as a colourless oil.

1. stirringstirring
2. waitwas continued for 20 hours
3. filtrationThe resultant suspension was filtered
4. customthe filtrate was evaporated to dryness
5. customThe residue was purified by chromatography on silica
6. washeluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-15%