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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409735Generated: October 30, 2026

4-Bromophenetole → 2-{-4-[1-(4-Ethoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamide

https://huagongshe.com/reaction/409735

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromophenetoleHCID 68523—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
ReactantN-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamideHCID 86686109—
Solvent1,4-DioxaneHCID 31275—
Product2-{-4-[1-(4-Ethoxy-phenyl)-piperidin-4-yl]-phenyl}-N-ethyl-propionamideHCID 71576072—

Reaction Conditions

Temperature120 °C

Reaction Steps

60 mg (0.23 mmol) N-Ethyl-2-(4-piperidin-4-yl-phenyl)-propionamide (VI.1) are added to a mixture of 46 mg (0.23 mmol) 1-bromo-4-ethoxy-benzene, 91 mg (97%, 0.92 mmol) sodium tert-butyrat, 28 mg (0.09 mmol) 2-(di-tert-butylphosphino)biphenyl and 21 mg (0.02 mmol) tris-(dibenzylidenaceton)-dipalladium(0) in 1.0 mL 1,4-dioxane. The mixture is stirred for 1.5 h at 120° C. in a microwave oven. After that time, the solvent is removed in vacuo and the residue is purified by HPLC (column: Waters XBridge 50; eluent A: water+0.3% NH4OH, eluent B: MeOH) to yield the desired product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759528B2
Source datasetuspto-grants-2014_06
ORD IDord-7a4590e1074647f39303c2a7adec6b9d
Source noteuspto-grants-2014_06