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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189598Generated: October 31, 2026

Ethyl cyanoacetate → 2-Phenylethyl cyanoacetate

https://huagongshe.com/reaction/1189598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoacetateHCID 7764—
ReactantBromobenzeneHCID 7961—
ReactantIodobenzeneHCID 11575—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantHCID 54264816HCID 54264816—
SolventAcetonitrileHCID 6342—
Product2-Phenylethyl cyanoacetateHCID 15027268—

Reaction Steps

The general procedure (acetonitrile, 82° C., 12 hours with iodobenzene; 30 hours in the case of bromobenzene) was followed using 9.52 mg (0.05 mmol) of copper iodide CuI, 31.4 mg (0.1 mmol) of (Z)-cinnamic butadienylphosphine of example A-1-1, 80 ml (0.75 mmol) of ethyl cyanoacetate, 318 mg (1.5 mmol) of potassium phosphate (K3PO4), 56 μl (0.5 mmol) of iodobenzene (53 μl of bromobenzene) and 500 μl of acetonitrile. The residue obtained after treatment (dichloromethane/water extraction) was purified by chromatography on a silica column (gradient: hexanes/CH2Cl2 100:0 to 75:25).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674125B2
Source datasetuspto-grants-2014_03
ORD IDord-cca662e9e1044ab881a9b99a7c748f85
Source noteuspto-grants-2014_03