HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 22493882, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 22494028 | HCID 22494028 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Solvent | Propionitrile | HCID 7854 | — |
| Product | HCID 22493882 | HCID 22493882 | 75.5% |
Reaction Steps
876 mg of ethyl 3-(3-bromo-5-[(tertiary butoxycarbonyl)amino]methyl-4-methoxyphenyl)-2-isopropoxypropionate was dissolved in 5 ml propionitrile, and 182 mg of sodium cyanide, 214 mg of tetrakistriphenylphosphine palladium and 70 mg of copper iodide were added, followed by heating under reflux overnight in a nitrogen atmosphere. The reaction mixture was cooled to room temperature, ethyl acetate was added thereto and filtered through Celite. The filtrate was evapoarated and the residue was purified by silica gel column chromatography, and from fractions eluted with hexane-ethyl acetate (4:1), 586 mg of ethyl 3-(3-cyano-5-[(tertiary butoxycarbonyl)amino]methyl-4-methoxyphenyl)-2-isopropoxypropionate was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06884821B1 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-410550954f1346e8813d297c53da5af7 |
| Source note | uspto-grants-2005_04 |