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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1742637Generated: November 1, 2026

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

https://huagongshe.com/reaction/1742637

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 numberUS05340823
Source datasetuspto-grants-1994_08
ORD IDord-923cc65d63c845939a8ae618ec3f0cfc
Source noteuspto-grants-1994_08