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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423313Generated: October 30, 2026

4-Bromobutyronitrile → HCID 86699858, compound

https://huagongshe.com/reaction/1423313

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromobutyronitrileHCID 21412—
ReactantEthyl 1,3-dithiolane-2-carboxylateHCID 88551—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86699858HCID 86699858—

Reaction Conditions

Temperature-78 °C

Reaction Steps

n-Butyllithium (6.5 mL, 1.6 M in hexane) was added to a solution of ethyl 1,3-dithiolane-2-carboxylate (1925 mg, 10 mmol) in THF (10 mL) at −78° C. under N2. The reaction mixture was stirred for 30 min at −78° C. and then 4-bromobutanenitrile (1469 mg, 10 mmol) in THE (10 mL) was added. The mixture was warmed to room temperature and stirred for 30 min. It was diluted with diethyl ether and washed with 1 N HCl and H2O, and dried. Evaporation and purification by column chromatography afforded ethyl 2-(3-cyanopropyl)-1,3-dithiolane-2-carboxylate: LCMS tR=1.86 Min (5 min run, UV254nm), Mass calculated for, M+259.0, observed LC/MS m/z 260.0 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927562B2
Source datasetuspto-grants-2015_01
ORD IDord-c05425881acc4ff38f0e28d121e98e16
Source noteuspto-grants-2015_01