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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643506Generated: November 1, 2026

Sodium Carbonate → [2-(3'-Hydroxy-biphenyl-4-yl)-ethyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/643506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTricyclohexylphosphineHCID 75806—
Reactant(3-hydroxyphenyl)boronic AcidHCID 2734359—
Reactant[2-(4-Bromo-phenyl)ethyl]-carbamic acid tert-butyl esterHCID 14221818—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product[2-(3'-Hydroxy-biphenyl-4-yl)-ethyl]-carbamic acid tert-butyl esterHCID 68578938—

Reaction Steps

A mixture of [2-(4-bromo-phenyl)-ethyl]-carbamic acid tert-butyl ester (500 mg), 3-hydroxybenzeneboronic acid (296 mg), sodium carbonate (265 mg), palladium (II) acetate (7 mg) and tricyclohexylphosphine (10 mg) in water (3 ml) and dioxane (12 ml) is kept at 90° C. under micro wave conditions for 180 min. The mixture is cooled down to rt and is filtered through an EXTUBE extraction column (Varian) with EtOAc (200 ml). The filtrate is evaporated and the resulting crude product is purified on silica (150 g) with cyclohexane/EtOAc 5/1 to afford pure [2-(3′-hydroxy-biphenyl-4-yl)-ethyl]-carbamic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700605B2
Source datasetuspto-grants-2010_04
ORD IDord-62874e7a10fd4e0c8e2377faaf3a635e
Source noteuspto-grants-2010_04