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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 643498Generated: October 30, 2026

Sodium Carbonate → HCID 67456175, compound

https://huagongshe.com/reaction/643498

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
ReactantTricyclohexylphosphineHCID 75806—
Reactant(3-hydroxyphenyl)boronic AcidHCID 2734359—
Reactanttert-butyl N-[(4-bromophenyl)methyl]carbamateHCID 12453839—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67456175HCID 67456175—

Reaction Steps

A mixture of (4-bromo-benzyl)-carbamic acid tert-butyl ester (600 mg), 3-hydroxybenzeneboronic acid (373 mg), sodium carbonate (333 mg), palladium (II) acetate (10 mg) and tricyclohexylphosphine (13 mg) in water (3.5 ml) and dioxane (14 ml) is kept at 90° C. under micro wave conditions for 230 min. The mixture is cooled down to rt and is filtered through an EXTUBE extraction column with EtOAc (200 ml). The filtrate is evaporated and the resulting crude product is purified on silica (90 g) with cyclohexane/EtOAc 95:5 to 70:30 to afford pure (3′-hydroxy-biphenyl-4-ylmethyl)-carbamic acid tert-butyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700605B2
Source datasetuspto-grants-2010_04
ORD IDord-f062be62da8d4b0fb702aa3c060dae3c
Source noteuspto-grants-2010_04