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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1362734Generated: October 30, 2026

Water → 7-(Morpholin-4-yl)-3,4-dihydronaphthalen-1(2H)-one

https://huagongshe.com/reaction/1362734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMorpholineHCID 8083—
ReactantPotassium Phosphate, TribasicHCID 62657—
Reactant7-Bromo-1,2,3,4-tetrahydronaphthalen-1-oneHCID 252731—
Catalyst2-(Di-tert-butylphosphino)biphenylHCID 2734215—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product7-(Morpholin-4-yl)-3,4-dihydronaphthalen-1(2H)-oneHCID 1317950258.4%

Reaction Steps

A solution of 7-bromo-3,4-dihydro-2H-naphthalen-1-one (600 mg), morpholine (1.16 g), tripotassium phosphate (850 mg), tris(dibenzylideneacetone)dipalladium (0) (24.4 mg) and 2-(di-tert-butylphosphino)biphenyl (15.9 mg) in toluene (5.0 mL) was stirred in a nitrogen atmosphere at 100° C. overnight. Water and ethyl acetate were added to the reaction solution and the organic layer was partitioned. The organic layer was washed with brine, and then dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (elution solvent: heptane-ethyl acetate system) to obtain 360 mg of the title compound. The physical properties of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07880009B2
Source datasetuspto-grants-2011_02
ORD IDord-03fa34a7d09148e3a2dd7a949dc36f4e
Source noteuspto-grants-2011_02