HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Hydroxy-1,3,3-trimethyl-3,4-dihydroquinolin-2(1H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2,4-Quinolinedione, 1,2,3,4-tetrahydro-1,3,3-trimethyl- | HCID 99216 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Hydroxy-1,3,3-trimethyl-3,4-dihydroquinolin-2(1H)-one | HCID 103762 | 82% |
Reaction Steps
NaBH4 (excess amount) is added to a solution of 1,3,3-Trimethyl-1H-quinoline-2,4-dione (330 mg, 1.62 mmol) in EtOH (8 mL) at 0° C. The resulting mixture is slowly warmed up to room temperature. After 1 h, HCl (10%, 3 mL) is added dropwise. The solvent is removed under vacuum, the residue is dissolved into ether and washed with water, brine, and dried over anhydrous Na2SO4. After concentration, the title compound is yielded (275 mg, 82% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143278B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-c63cda62eac443e8bccd8558c3f3c63a |
| Source note | uspto-grants-2012_03 |