Ethyl 2-[(3R)-3-pyrrolidinyloxy]acetate HCl synthesis

Yield: 100%

Reaction Conditions:

with hydrogenchloride in 1,4-dioxane at 18 - 25; for 3 h;

Steps:

(R)-ethyl 2-(pyrrolidin-3-yloxy)acetate hydrochloride; tert-Butyl (3R)-3-(ethoxycarbonylmethoxy)pyrrolidine-1-carboxylate (4.0 g, 15.42 mmol) was dissolved in 4N HCl in 1,4-dioxane (50 mL), stirred at ambient temperature for 3 hrs, evaporated, co-evaporated with 1,4-dioxane (3×50 mL) and dried under high vacuum to give (R)-ethyl 2-(pyrrolidin-3-yloxy)acetate hydrochloride as an orange oil that solidified on standing.(3.2 g, 100%).

References:

AstraZeneca AB US2008/269288, 2008, A1 Location in patent:Page/Page column 104