HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 5-Acetyl-8-(benzyloxy)-1,2-dihydroquinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-Acetyl-8-hydroxy-2(1H)-quinolinone | HCID 11983895 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-Acetyl-8-(benzyloxy)-1,2-dihydroquinolin-2-one | HCID 13375444 | 46.1% |
Reaction Steps
15.23 g of 5-acetyl-8-hydroxycarbostyril and 15.7 g of benzyl chloride are added to a mixture of 200 ml of acetone and 90 ml of water, and 10.35 g of potassium carbonate are added thereto. The mixture is refluxed for 12 hours under stirring. Then, the mixture is evaporated under reduced pressure to remove acetone, and the residue is extracted with chloroform. The extract is washed with water, dried and evaporated under reduced pressure to remove chloroform. The residue is recrystallized from a mixture of ethyl acetate and n-hexane. 10.14 g of 5-acetyl-8-benzyloxycarbostyril are obtained as prisms. 1.58 g of said product are further recovered from the mother liquor.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04579854 |
| Source dataset | uspto-grants-1986_04 |
| ORD ID | ord-7078f5ed54394ea484a383d3be141ec4 |
| Source note | uspto-grants-1986_04 |