HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl cyanoacetate → 2-Phenylethyl cyanoacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Bromobenzene | HCID 7961 | — |
| Reactant | Iodobenzene | HCID 11575 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | HCID 54264816 | HCID 54264816 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Phenylethyl cyanoacetate | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08674125B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-cca662e9e1044ab881a9b99a7c748f85 |
| Source note | uspto-grants-2014_03 |