(S)-4-tert-butoxypyrrolidine synthesis

Yield:-

Reaction Conditions:

with ammonia;potassium carbonate in methanol at 20; for 32 h;

Steps:

11

To a reactor, 7N NH methyl alcohol solution 552 mL (3.865 mol) K2CO3 128.3 g(0.928 mol) were added and then at room temperature, 200 g of S- 4-chloro-3-t-butoxybutanolmesylate (0.773 mol) obtained from Example 3 was added dropwisely for 2 hours. The solution was additionally stirred for 30 hours. The reaction solution was concentrated under reduced pressure. To the residue, water (300 mL) and dichloroethane (400 mL) were added and stirred for 30 minutes. To the resultant organic layer, Na2SO4 30 g was added and stirred for 30 minutes. Solid phase inorganic material was filtered out. Concentration under reduced pressure gave 108 g of S- 3-t-butoxy-pyrrolidine in oil phase.

References:

WO2009/11551,2009,A2 Location in patent:Page/Page column 15