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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1851876Generated: November 1, 2026

Potassium Carbonate → Tert-butyl 4'-methylbiphenyl-2-carboxylate

https://huagongshe.com/reaction/1851876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
ReactantTolylboronic acidHCID 79799—
Reactanttert-Butyl 2-bromobenzoateHCID 3804415—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
ProductTert-butyl 4'-methylbiphenyl-2-carboxylateHCID 9838270—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a 350 mL high-pressure vial was added tert-butyl 2-bromobenzoate (5.142 g, 20.0 mmol), p-tolylboronic acid (4.08 g, 30.0 mmol), Pd(PPh3)4 (3.47 g, 3.0 mmol), potassium carbonate (8.29 g, 60.0 mmol) and dioxane with water (4:1, 200 mL). The mixture was degassed for 5 min and sealed. The mixture was heated at 100° C. for 40 min wherein analytical HPLC analysis indicated the completion of the reaction. The mixture was filtered through Celite and MeOH was used to wash the Celite pad. The solvent was removed and the crude was purified by flash chromatography (AcOEt/Hexane 0→30%) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08957093B2
Source datasetuspto-grants-2015_02
ORD IDord-1080ada4e13244dfb40303ebddc6cbf8
Source noteuspto-grants-2015_02