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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 657647Generated: October 25, 2026

Triethylamine → 1-(3-{[4'-(2-Ethoxycarbonylethen-1-yl)biphenyl-4-yl]oxy}propyl)piperidine

https://huagongshe.com/reaction/657647

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcrylateHCID 8821—
ReactantTri-o-tolylphosphineHCID 80271—
Reactant1-{3-[(4'-Bromobiphenyl-4-yl)oxy]propyl}piperidineHCID 23150313—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
Product1-(3-{[4'-(2-Ethoxycarbonylethen-1-yl)biphenyl-4-yl]oxy}propyl)piperidineHCID 68908313—

Reaction Steps

A degazed solution of 1-{3-[(4′-bromobiphenyl-4-yl)oxy]propyl}piperidine (2.8 g), triethylamine (2.8 mL), tri(o-tolyl)phosphine (365 mg), palladium acetate (170 mg) and ethyl acrylate (2.9 mL) in acetonitrile (5 mL) is stirred at a temperature close to 60° C. for one hour, then at room temperature overnight and finally 6 h at a temperature close to 90° C. The solution is concentrated under reduced pressure, redissolved in dichloromethane, filtered and chromatographied over silica gel to give 1.3 g of 1-(3-{[4′-(2-ethoxycarbonylethen-1-yl)biphenyl-4-yl]oxy}propyl)piperidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08076329B2
Source datasetuspto-grants-2011_12
ORD IDord-a5caf81d8889465cb3341f48ea648ec3
Source noteuspto-grants-2011_12