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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1825041Generated: November 2, 2026

Morpholine → 4-(2-Fluoro-5-vinyl-phenyl)-morpholine

https://huagongshe.com/reaction/1825041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant2-Bromo-4-ethenyl-1-fluorobenzeneHCID 21864650—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventDichloromethaneHCID 6344—
Solvent1,2-DimethoxyethaneHCID 8071—
Product4-(2-Fluoro-5-vinyl-phenyl)-morpholineHCID 21864662—

Reaction Steps

A mixture of 2-Bromo-1-fluoro-4-vinyl-benzene (8 g), morpholine (20 mL), Pd2(dba)3 (1.83 g), di-t-butyl-biphenylphosphine (1.2 g), K3PO4 (17 g) in DME (60 mL) was stirred at reflux for 4 h. The reaction mixture was cooled down to room temperature, diluted with methylene chloride, and filtered. The filtrate was concentrated in vacuo. The crude product was purified by Flash Chromatography of Biotage eluting with 7% ethyl acetate in hexanes to give the title compound as an oil (5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07045551B2
Source datasetuspto-grants-2006_05
ORD IDord-f61ac025c53b4deeaacb1812444d7bf4
Source noteuspto-grants-2006_05