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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886980Generated: October 30, 2026

1,2-Dimethoxyethane → HCID 68578117, compound

https://huagongshe.com/reaction/886980

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantPotassium CarbonateHCID 11430—
ReactantFuran-3-boronic acidHCID 2734358—
ReactantHCID 68577855HCID 68577855—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 68578117HCID 6857811721.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-benzyl-9-bromo-8-fluoro-2,3,4,5-tetrahydro-1,4-benzoxazepine (500 mg, 1.49 mmol), 3-furanboronic acid (250 mg, 2.23 mmol), potassium carbonate (206 mg, 1.49 mmol), tetrakis(triphenylphosphine)palladium(0) (172 mg, 0.149 mmol), 1,2-dimethoxyethane (5 ml) and water (0.5 ml) was stirred under an argon atmosphere at 100° C. for 3 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) and preparative HPLC to give the desired product (104 mg, 21.7%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247403B2
Source datasetuspto-grants-2012_08
ORD IDord-134229a496b74a4e871f568235b70f08
Source noteuspto-grants-2012_08