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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2230294Generated: October 30, 2026

Methanol → HCID 70061470, compound

https://huagongshe.com/reaction/2230294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantL-TyrosineHCID 6057—
Reactantp-Xylyl bromideHCID 7721—
CatalystCopper SulfateHCID 24462—
SolventWaterHCID 962—
SolventSodium HydroxideHCID 14798—
ProductHCID 70061470HCID 7006147070%

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of tyrosine (1.83 g, 10 mmol) and CuSO4 (0.81 g, 5 mmol) in 10 mL of 2N NaOH and 5 mL H2O was heated to 60° C. and cooled to room temperature. The reaction mixture was treated with MeOH (35 mL) and 2N NaOH (1.5 mL) followed by α-bromo-p-xylene. The resulting mixture was stirred at 25° C. for 2 hours and filtered. The solid obtained was washed with a 17.5:5 H2O/MeOH solution followed by MeOH. The solid was triturated with 1N HCl (3×10 mL), H2O (2×5 mL), 1.5N NH4OH solution (3×10 mL), and H2O (2×5 mL). The solid obtained was dried overnight under vacuum to give the title compound as a solid (1.99 g, 70%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06423689B1
Source datasetuspto-grants-2002_07
ORD IDord-ac41cc469a1845a5bfc246ed8ba1fec7
Source noteuspto-grants-2002_07