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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1021214Generated: November 2, 2026

1,2-Dimethoxyethane → [4'-(Morpholin-4-yl)biphenyl-3-yl]methanol

https://huagongshe.com/reaction/1021214

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant3-Bromobenzyl alcoholHCID 85141—
Reactant4-[4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]morpholineHCID 2795361—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Product[4'-(Morpholin-4-yl)biphenyl-3-yl]methanolHCID 6830850886.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium (36 mg) and sodium carbonate (330 mg) were added to a mixture of 4-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]morpholine (300 mg), (3-bromophenyl)methanol (233 mg), DME (6 ml), and water (3 ml), followed by stirring at 80° C. overnight, and then the reaction mixture was concentrated under reduced pressure. Water and CHCl3 were added to the obtained residue, and the organic layer was dried over MgSO4, and then concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (EtOAc/hexane/CHCl3) to obtain [4′-(morpholin-4-yl)biphenyl-3-yl]methanol (242 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716470B2
Source datasetuspto-grants-2014_05
ORD IDord-79eb507037ee4b9fb8658186f41dedd3
Source noteuspto-grants-2014_05