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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 636550Generated: October 31, 2026

Oxygen → HCID 22281804, compound

https://huagongshe.com/reaction/636550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxygenHCID 977—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 22281800HCID 22281800—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 22281804HCID 2228180480.4%

Reaction Steps

The compound obtained in Example 24 (0.02 g, 0.04 mmol) is added to DME (30 ml), which is oxygen free. To this mixture is added phenylboronic acid (0.0054 g, 0.044 mmol), 2N aqueous K2CO3 solution (0.1 ml), tetrakis(triphenylphosphine)palladium(0) (0.0046 g, 0.004 mmol). Then the mixture is refluxed for 3 hours under argon atmosphere. The residual reaction mixture is partitioned between ethyl acetate (100 ml) and water (30 ml). The aqueous layer is extracted with ethyl acetate (30 ml). The combined organic extract is dried over Na2SO4 and concentrated under reduced pressure to give the residue, which is chromatographed on silica gel to afford white crystals (0.016 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06194419B1
Source datasetuspto-grants-2001_02
ORD IDord-cd3e53bc1d8642a89cd795f67c7d71a6
Source noteuspto-grants-2001_02