Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504362Generated: October 29, 2026

Diethyl Ether → HCID 66661762, compound

https://huagongshe.com/reaction/504362

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant4-Bromopyridinium chlorideHCID 88100—
ReactantTert-butyl 3-oxopyrrolidine-1-carboxylateHCID 471360—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
ProductHCID 66661762HCID 66661762—

Reaction Conditions

Temperature-78 °C

Reaction Steps

1.600 M of n-Butyllithium in hexane (0.810 mL) was added to a solution of 4-bromopyridine hydrochloride (210 mg, 1.1 mmol) in ether (5 mL, 0.05 mol) at −78° C. The solution was stirred at −78° C. for 30 min. and then tert-butyl 3-oxopyrrolidine-1-carboxylate (200 mg, 0.001 mol) was added and the temperature was maintained at −78° C. for 3 hours. The reaction mixture was quenched with water, extracted with AcOEt. The organic layer was dried with MgSO4, and concentrated to afford the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07776874B2
Source datasetuspto-grants-2010_08
ORD IDord-e73a11cac8fa4b2085116068fdde716e
Source noteuspto-grants-2010_08