HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 22628516, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 22628493 | HCID 22628493 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22628516 | HCID 22628516 | 101.2% |
Reaction Steps
A solution of ethyl 2-(4-carbamoyl-1-imidazolyl)-4-phenyl-butyrate (obtained in Preparation 2) in DMF (5 ml) was added to an ice-cooled solution of POCl3 (0.71 ml) in DMF (6 ml) under nitrogen atmosphere. After 1.5 h, the solvent was poured into water (50 ml) and the solution was neutralized with saturated NaHCO3aq. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel (16 g) column chromatography eluting with chloroform/methanol (100:1) to give ethyl 2-(4-cyano-1-imidazolyl)-4-phenylbutyrate (435 mg, 101.2%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06359145B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-92bc8eae1cd94ac0906370619e34636f |
| Source note | uspto-grants-2002_03 |