Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573156Generated: October 25, 2026

1,3-Difluoroacetone → (R)-1-(1,3-difluoropropan-2-yl)pyrrolidin-3-amine

https://huagongshe.com/reaction/573156

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DifluoroacetoneHCID 228397—
Reactant(3R)-(+)-3-(tert-Butoxycarbonylamino)pyrrolidineHCID 1514397—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventDichloromethaneHCID 6344—
Product(R)-1-(1,3-difluoropropan-2-yl)pyrrolidin-3-amineHCID 67126443—

Reaction Steps

To a solution of (R)-tert-butyl pyrrolidin-3-ylcarbamate (0.500 g) and 1,3-difluoropropan-2-one (0.278 g) in dichloromethane (5 mL) was added sodium triacetoxyborohydride (0.853 g). After stirring for 1 hour, the reaction was quenched with saturated NaHCO3 solution (5 mL). The product was extracted into dichloromethane (25 mL), dried over magnesium sulfate, filtered, and concentrated. The resulting crude material was treated with HCl (4.0M in dioxane, 4 mL) and methanol (1 mL) and stirred for 1 hour. The mixture was concentrated to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029404B2
Source datasetuspto-grants-2015_05
ORD IDord-82df88e44f3a48f0965fc62a96934ead
Source noteuspto-grants-2015_05