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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661531Generated: October 30, 2026

Sodium Carbonate → HCID 11713386, compound

https://huagongshe.com/reaction/1661531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-Aminophenylboronic acidHCID 92269—
ReactantHCID 57545194HCID 57545194—
CatalystHCID 178418397HCID 178418397—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 11713386HCID 11713386—

Reaction Steps

51.1 mg (0.10 mmol) of (1R*,3S*,3aR*,8bS*)-3a-(4-bromophenyl)-6,8-diethoxy-3-phenyl-2,3,3a,8b-tetrahydrocyclopenta[b]benzofuran-1,8b-(1H)-diol (Example 8A), 15.5 mg (0.10 mmol) of 3-aminophenyl boronic acid, 10.6 mg (0.10 mmol) of sodium carbonate and 5.8 mg (0.005 mmol) of tetrakis(triphenylphosphine)palladium(0) are heated in a mixture of 0.1 ml of water and 0.5 ml of dioxane at 80° C. under argon overnight. The mixture is then diluted with DMSO and filtered, and the filtrate is purified by preparative HPLC. 17.4 mg (25% of theory) of the product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030347B2
Source datasetuspto-grants-2011_10
ORD IDord-e2768dd08945431b8d8ba7809165f9fa
Source noteuspto-grants-2011_10