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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1614557Generated: November 2, 2026

Piperidine → N-{[dimethyl-(2-fluorobenzyl)silyl]methyl}piperidine hydrochloride

https://huagongshe.com/reaction/1614557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant(Chloromethyl)[(2-fluorophenyl)methyl]dimethylsilaneHCID 22399687—
SolventO-XyleneHCID 7237—
ProductN-{[dimethyl-(2-fluorobenzyl)silyl]methyl}piperidine hydrochlorideHCID 1900720287.1%

Reaction Steps

A solution containing 10.8 g of chloromethyldimethyl-(2-fluorobenzyl)silane and 10.6 g of piperidine in 40 ml of xylene is refluxed for 5.5 hours, then cooled down and washed 5 times with a total of 250 ml of water. After drying the organic phase over anhydrous magnesium sulfate and filtering off the drying agent, the filtrate is evaporated to solvent-free. The oily pale yellow residue is dissolved in 40 ml of methyl ethyl ketone and acidified to pH 4.5 by adding methanolic hydrogen chloride solution. 15 ml of solvent are distilled off from the solution under atmospheric pressure, the crystalline precipitate obtained is filtered at 0° C. and dried to give 13.1 g (87%) of the named product, m.p.: 203°-205° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05198446
Source datasetuspto-grants-1993_03
ORD IDord-82da6f712add42519ef58305f5be15fa
Source noteuspto-grants-1993_03