HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ninhydrin → N-(2-(2-Hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-4,5-dimethylphenyl)isobutyramide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ninhydrin | HCID 10236 | — |
| Reactant | N-(3,4-dimethylphenyl)-2-methylpropanamide | HCID 697389 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | N-(2-(2-Hydroxy-1,3-dioxo-2,3-dihydro-1H-inden-2-yl)-4,5-dimethylphenyl)isobutyramide | HCID 71477902 | 94% |
Reaction Steps
N-(3,4-dimethylphenyl)isobutyramide (1.00 mg, 5.61 mmol) and ninhydrin (1.07 mg, 5.61 mmol) were dissolved in conc. sulfuric acid (15 mL) and stirred at room temperature for 5 hrs. The reaction was stopped by slowing pouring the solution to 200 g of ice and stirring. The reaction mixture was extracted with ethylacetate and water, washed with brine. The washed organic layer was dried over sodium sulfate, concentrated in a vacuum, and purified through silica gel column chromatography (30% ethylacetate in hexane) to afford the title compound (yellow solid, 1.85 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09346749B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-9f67829d23fe4c0aa44a6115adb66d26 |
| Source note | uspto-grants-2016_05 |