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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404954Generated: November 3, 2026

Ethanol → HCID 67958968, compound

https://huagongshe.com/reaction/1404954

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
ReactantFuran-3-boronic acidHCID 2734358—
ReactantHCID 67959348HCID 67959348—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 67958968HCID 6795896888.4%

Reaction Conditions

Temperature95 °C

Reaction Steps

A mixture of tert-butyl 8-bromo-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (60.0 mg), 3-furanboronic acid (26.1 mg), EtOH (0.1 ml), 2N aqueous sodium carbonate solution (1 mL), tetrakis(triphenylphosphine)palladium (25 mg) and toluene (2 mL) was stirred at 95° C. for 12 hr under a nitrogen atmosphere, and the reaction mixture was poured into water. The mixture was extracted with ethyl acetate and the extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (solvent gradient; 0→33% ethyl acetate/hexane) to give the title compound (51.0 mg, 88.1%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916549B2
Source datasetuspto-grants-2014_12
ORD IDord-bfd51f7f1d9c4a7cb82e475fcefac598
Source noteuspto-grants-2014_12