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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190259Generated: October 26, 2026

Dichloromethane → 1-((4-Bromofuran-2-yl)methyl)pyrrolidine

https://huagongshe.com/reaction/2190259

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPyrrolidineHCID 31268—
Reactant4-Bromo-2-furaldehydeHCID 2757010—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventEthyl AcetateHCID 8857—
Product1-((4-Bromofuran-2-yl)methyl)pyrrolidineHCID 7106599061%

Reaction Steps

To a solution of 4-bromofuran-2-carbaldehyde (500 mg, 2.85 mmol) and pyrrolidine (0.47 mL, 5.74 mmol) and CH2Cl2 (10 mL) was added sodium triacetoxyborohydride (1.2 g, 5.71 mmol). The mixture was stirred at room temperature overnight. The resulting mixture was diluted with EtOAc (100 mL) and the organic layer was washed with brine then dried (Na2SO4), filtered and concentrated. The residue was purified by column chromatography (silica, 0-5% MeOH in CH2Cl2) to afford the sub-title compound (400 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324264B1
Source datasetuspto-grants-2012_12
ORD IDord-b67cc13bde4c4d6d83486df538e77bc6
Source noteuspto-grants-2012_12