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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1831411Generated: October 27, 2026

Methyl Acrylate → 3-[4-(Methyl-phenyl-carbamoyloxy)-phenyl]-acrylic Acid methyl Ester

https://huagongshe.com/reaction/1831411

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl AcrylateHCID 7294—
ReactantN-Methyl dicyclohexylamineHCID 24210—
ReactantMethyl-phenyl-carbamic Acid 4-iodo-phenyl EsterHCID 69517304—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
CatalystHCID 178418851HCID 178418851—
Product3-[4-(Methyl-phenyl-carbamoyloxy)-phenyl]-acrylic Acid methyl EsterHCID 6951966770%

Reaction Conditions

Temperature70 °C

Reaction Steps

Methylacrylate (1.2 mmol), N-methyldicyclohexylamine (1.2 mmol), Pd2(dba)3 (0.03 mmol), Pd(P(t-Bu)3)2 (0.06 mmol) and methyl-phenyl-carbamic acid 4-iodo-phenyl ester (1.0 mmol) were added to a Schlenk tube under nitrogen. The Schlenk tube was evacuated and refilled with nitrogen five times. Then dioxane (2 mL) was added and the reaction mixture was stirred at 70° C. for 8 h. The crude product was purified by flash chromatography (Quad flash 12, EtOAc-heptane) giving the title compound in 70% yield as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07067517B2
Source datasetuspto-grants-2006_06
ORD IDord-d739b759c9d6479faa862d0f2c022a94
Source noteuspto-grants-2006_06