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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1597268Generated: November 4, 2026

Dichloromethane → HCID 21699495, compound

https://huagongshe.com/reaction/1597268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant2-BromopyridineHCID 7973—
Reactant1-Benzyl-4-piperidoneHCID 19220—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 21699495HCID 21699495—

Reaction Steps

25 g of 2-bromopyridine are dissolved in 100 ml of THF at −70° C., under nitrogen, and a 1.6M solution of n-butyllithium in hexane is added dropwise followed by a solution of 30 g of 1-benzyl-piperid-4-one in 25 ml of THF. The temperature is allowed to rise to RT, and, after one hour, the solvents are partially evaporated, the residue is poured over a saturated solution of NH4Cl, extracted with ether, washed with water, dried over MgSO4 and evaporated. An oil is obtained which is dissolved in 200 ml of DCM and gaseous HCl is bubbled so as to form the hydrochloride. The expected product (21 g) crystallizes from a methanol/ether mixture, m.p.=185° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06294537B1
Source datasetuspto-grants-2001_09
ORD IDord-14193cc42e9b45a293461ae759e6d629
Source noteuspto-grants-2001_09