Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 66961085 | HCID 66961085 | — |
| Reactant | Sodium bicarbonate water | HCID 86585896 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86602477 | HCID 86602477 | 93.6% |
Reaction Steps
To an aqueous solution (2.0 mL) of (E)-5-dioxolan-2-yl-2-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]valeric acid ethyl ester (480 mg), acetic acid (1.0 mL) and trifluoroacetic acid (1.0 mL) were added one by one, and the reaction solution was agitated at room temperature for 2.5 hours. A saturated sodium bicarbonate water and ethyl acetate were added to the reaction solution after confirming disappearance of the starting materials, and the organic layer was partitioned. After the obtained organic layer was washed with a saturated saline solution, it was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography (elution solvent: ethyl acetate->ethyl acetate:ethanol=10:1), and 400 mg of the title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07880009B2 |
|---|
| Source dataset | uspto-grants-2011_02 |
|---|
| ORD ID | ord-d256538998f34a518c7c4ea2ecb2fe4c |
|---|
| Source note | uspto-grants-2011_02 |
|---|