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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586865Generated: October 27, 2026

Ethanol → HCID 22328989, compound

https://huagongshe.com/reaction/586865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 22329280HCID 22329280—
Reactant4-Morpholinophenyl borateHCID 86756179—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 22328989HCID 2232898983.2%

Reaction Steps

A mixture of methyl 7-bromo-1-methoxycarbonyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.3 g), 4-morpholinophenyl borate (0.22 g), 1M potassium carbonate solution (2.5 ml), ethanol (2.5 ml) and toluene (25 ml) was stirred under argon atmosphere at room temperature for 30 minutes. To the mixture was added tetrakis(triphenylphosphine)palladium (0.04 g), and the mixture was refluxed overnight under argon atmosphere and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate/hexane) to give methyl 1-methoxycarbonyl-7-(4-morpholinophenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.31 g) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936602B1
Source datasetuspto-grants-2005_08
ORD IDord-4e4090133f684457999e6023290fa6bc
Source noteuspto-grants-2005_08