Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenylacetic Acid | HCID 999 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1H-Imidazole-5-carboxaldehyde, 2-butyl-1-[(2-chlorophenyl)methyl]- | HCID 10107530 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 10475763 | HCID 10475763 | 18.1% |
Reaction Steps
A mixture of 2-n-butyl-1-(2-chlorophenyl)methyl-1H-imidazol-5-carboxaldehyde (554 mg, 2 mmol), phenylacetic acid (310 mg, 2.3 mmol), potassium carbonate (126 mg, 0.91 mmol), and acetic anhydride (1 mL) was heated gradually to 140° C. and held at this temperature for 6 hours. The cooled reaction was diluted with water and the oily solid was separated, triturated several times with ether, and the solid was crystallized several times from methanol/ethyl acetate to give 143 mg (18%) of the title compound; mp 210°-212° C. The NMR was consistent with the trans olefinic product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05312828 |
|---|
| Source dataset | uspto-grants-1994_05 |
|---|
| ORD ID | ord-7959a419420e441b8cee5af31ea564df |
|---|
| Source note | uspto-grants-1994_05 |
|---|