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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 885253Generated: October 30, 2026

Potassium Carbonate → {3-[3-(2-Oxo-oxazolidin-3-ylmethyl)-biphenyl-4-yloxy]-phenyl}-acetic acid methyl ester

https://huagongshe.com/reaction/885253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
ReactantPhenylboronic AcidHCID 66827—
Reactant{3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid methyl esterHCID 58237622—
CatalystHCID 178418397HCID 178418397—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product{3-[3-(2-Oxo-oxazolidin-3-ylmethyl)-biphenyl-4-yloxy]-phenyl}-acetic acid methyl esterHCID 5823756029.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

{3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid methyl ester (0.1 g, 0.24 mmol), phenylboronic acid (0.044 g, 0.36 mmol), tetrakis(triphenylphosphine)palladium(0) (0.027 g, 0.02 mmol), and potassium carbonate (0.082 g, 0.59 mmol) were combined in DME:H2O (2:1; 3 mL) and stirred at 90° C. for 5 hours. Once no starting material was seen by analytical LCMS, the pH was adjusted to pH 7 with saturated aqueous NH4Cl, and the mixture was extracted with EtOAc. The crude material was purified by silica gel chromatography to give the desired product (0.03 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08242145B2
Source datasetuspto-grants-2012_08
ORD IDord-f5a73d3fda7a4197bea25831b26cb085
Source noteuspto-grants-2012_08