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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 886933Generated: October 30, 2026

Water → HCID 68579338, compound

https://huagongshe.com/reaction/886933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant2-Ethenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5233012—
ReactantTert-butyl 9-bromo-2,3-dihydrobenzo[F][1,4]oxazepine-4(5H)-carboxylateHCID 59403519—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 68579338HCID 6857933834.9%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of tert-Butyl 9-bromo-2,3-dihydro-1,4-benzoxazepine-4(5H)-carboxylate (852 mg, 2.60 mmol), vinylboronic acid pinacol ester (400 mg, 2.60 mmol), saturated aqueous sodium carbonate solution (12 ml), and tetrakis(triphenylphosphine)palladium(0) (84.8 mg, 0.0734 mmol) in dimethoxyethane (15 ml) was stirred under a nitrogen atmosphere at 85° C. for 12 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. 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 (hexane:ethyl acetate=3:1) to give the desired product (250 mg, 34.9%) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08247403B2
Source datasetuspto-grants-2012_08
ORD IDord-786fbebfc7564649bfb82fb684af8958
Source noteuspto-grants-2012_08