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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1916594Generated: November 3, 2026

Pyrrolidine → 1'-Benzyl-[1,3']bipyrrolidinyl

https://huagongshe.com/reaction/1916594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
Reactant1-Benzyl-3-pyrrolidoneHCID 79176—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium triacetoxyborohydrideHCID 5049666—
SolventAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
Product1'-Benzyl-[1,3']bipyrrolidinylHCID 23145923—

Reaction Steps

3.82 g (18.0 mmol) NaBH(OAc)3 are added to a solution of 1.23 mL (15.0 mmol) pyrrolidine and 2.41 mL (15.0 mmol) N-benzylpyrrolidinone in 100 mL THF and acidified with 2 mL acetic acid. The reaction is stirred overnight at RT. The reaction solution is combined with 200 mL saturated NaHCO3 solution and extracted twice with 200 mL EtOAc. The organic phase is dried over MgSO4 and the solvent is eliminated i.vac. The purification is carried out by column chromatography on silica gel (EtOAc/MeOH/NH3 8:2:0.2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618132B2
Source datasetuspto-grants-2013_12
ORD IDord-49cc2a5a4cad42bbae42188f09ae7fad
Source noteuspto-grants-2013_12