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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 375842Generated: October 25, 2026

Piperidine → Phenylmethyl alpha-[[[2-(diethylamino)ethyl]thio]methyl]benzenepropanoate

https://huagongshe.com/reaction/375842

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantEthanethiol, 2-(diethylamino)-, hydrochloride (1:1)HCID 16031—
ReactantBenzyltrimethylammonium hydroxideHCID 66854—
ReactantBenzyl 2-BenzylacrylateHCID 10912012—
SolventMethanolHCID 887—
ProductPhenylmethyl alpha-[[[2-(diethylamino)ethyl]thio]methyl]benzenepropanoateHCID 19937709—

Reaction Steps

The oil prepared in Step 10 (1.5 g, 5.95 mmol) is dissolved under argon in methanol (22 mL). To this solution is added 2-diethylaminoethanethiol hydrochloride (1 g, 5.95 mmol), piperidine (0.78 mL, 7.85 mmol) and benzyltrimethylammonium hydroxide (0.25 mL, 0.6 mmol) , and the mixture is stirred at room temperature for 16 hours. The solvent is removed on a rotary evaporator and then the residue is purified by flash chromotography on silica gel to give the pure title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05488066
Source datasetuspto-grants-1996_01
ORD IDord-334a18af66234b7a8a23fa306b8c14f5
Source noteuspto-grants-1996_01