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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36749Generated: October 23, 2026

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

https://huagongshe.com/en/reaction/36749

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 numberUS05416119
Source datasetuspto-grants-1995_05
ORD IDord-f0be70e54984436190edaae29acd41ab
Source noteuspto-grants-1995_05