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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404958Generated: November 4, 2026

1,2-Dimethoxyethane → HCID 67959439, compound

https://huagongshe.com/reaction/1404958

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantSodium CarbonateHCID 10340—
Reactant4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolaneHCID 10997426—
ReactantHCID 67959348HCID 67959348—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductHCID 67959439HCID 6795943991.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of tert-butyl 8-bromo-2,3-dihydrothieno[2,3-f][1,4]oxazepine-4(5H)-carboxylate (334 mg) obtained in Example 1, steps 1-3, isopropenylboronic acid pinacol ester (168 mg), saturated aqueous sodium carbonate solution (6 ml), tetrakis(triphenylphosphine)palladium (32.5 mg) and DME (9 ml) was stirred at 85° C. for 12 hr under a nitrogen atmosphere, and poured into water, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (solvent gradient; 0→30% ethyl acetate/hexane) to give the title compound (270 mg, 91.5%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916549B2
Source datasetuspto-grants-2014_12
ORD IDord-8cde34c927a84754937b2d12f4f35bc8
Source noteuspto-grants-2014_12