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 3(3-bromo-5-[(t-butoxycarbonyl)amino]methyl-4-methoxyphenyl)-2-isopropoxypropionic acid ethyl ester was dissolved in 5 ml of propionitrile. 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 nitrogen atmosphere. The reaction mixture was cooled down to room temperature, and ethyl acetate was added thereto. The solution was filtered through Celite, and the filtrate was evaporated. The residue was purified by silica gel column chromatography, to give 586 mg of 3-(3-cyano-5-[(t-butoxycarbonyl)amino]methyl-4-methoxyphenyl)-2-isopropoxypropionic acid ethyl ester from fractions eluted with hexane-ethyl acetate (4:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244861B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-94fa3ff66b3942bfba1ad8b92e2797a4 |
| Source note | uspto-grants-2007_07 |