HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → 2-[1-(4-Chlorophenyl)ethyl]-4-isopropyl-4-methyl-1,3-oxazol-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(4-chlorophenyl)-N-(1-cyano-1,2-dimethylpropyl)propanamide | HCID 18680179 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-[1-(4-Chlorophenyl)ethyl]-4-isopropyl-4-methyl-1,3-oxazol-5-one | HCID 11312013 | 99.6% |
Reaction Steps
450 ml of toluene, 45 g (0.44 mole) of concentrated sulfuric acid and 45 ml of glacial acetic acid were added to 126.7 g (0.45 mole) of 2-(4-chlorophenyl)-N-(1-cyano-1,2-dimethylpropyl)propanamide. The mixture was refluxed for 4 hours with heating, to give rise to a reaction. After the completion of the reaction, the reaction mixture was cooled and dropwise added to a solution of 18.2 g (0.45 moles) of sodium hydroxide dissolved in 300 ml of water. The organic layer was separated, then washed with a saturated aqueous sodium bicarbonate solution and water, and concentrated to obtain 125 g (0.448 mole) of 2-[1-(4-chlorophenyl)ethyl]-4-isopropyl-4-methyl-1,3-oxazol-5-one (yield=99.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06504046B1 |
| Source dataset | uspto-grants-2003_01 |
| ORD ID | ord-2b01ca5069e0446f8188058d196cdf36 |
| Source note | uspto-grants-2003_01 |