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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190914Generated: November 1, 2026

Sodium Carbonate → HCID 86649465, compound

https://huagongshe.com/reaction/2190914

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantHCID 67523776HCID 67523776—
ReactantHCID 86649466HCID 86649466—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 86649465HCID 8664946568.7%

Reaction Steps

A mixture of 7-bromo-4-hydroxy-2-oxo-2H-chromene-3-carboxylic acid methyl ester (256 mg, 0.855 mmol), 4-phenoxyphenylboric acid (211 mg, 0.984 mmol), Pd(PPh3)4 (99 mg, 0.086 mmol) and aqueous sodium carbonate solution (1.1 mL, 2 M) in 1,2-dimethoxyethane (5 mL) was refluxed for 2.5 h. Then cooled, the slurry was diluted with EtOAc and water, solids were filtered off over Celite; EtOAc phase was separated from aqueous, washed with sat. NaCl solution, dried over sodium sulfate, filtered, and concentrated; the crude material was crystallized from dichloromethane and methanol to give the desired product as white micro crystals (228 mg). 1H NMR (200 MHz, CDCl3): δ (ppm)=14.58 (s, 1H), 8.04 (d, 1H, J=8.4 Hz), 7.61-7.04 (m, 11H), 4.04 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324405B2
Source datasetuspto-grants-2012_12
ORD IDord-706a26a37b444e6b8719f265eecf02ff
Source noteuspto-grants-2012_12