HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 1-(Quinolin-6-yl)ethan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | N-Methoxy-N-methylquinoline-6-carboxamide | HCID 55211172 | — |
| Reactant | HCID 178418689 | HCID 178418689 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(Quinolin-6-yl)ethan-1-one | HCID 258559 | 97.1% |
Reaction Steps
To a solution of quinoline-6-carboxylic acid methoxy-methyl-amide (11.97 g, 55.35 mmol) in anhydrous THF (200 mL) was added MeMgBr (1.5 M in THF, 55 mL, 83 mmol) at 0° C. under nitrogen. The reaction was allowed to warm to ambient temperature over 16 hours. Sat. NH4Cl (20 mL) was added to quench the reaction. The reaction solution was then extracted with EtOAc (3×50 mL). The combined organics were dried over Na2SO4, filtered, and concentrated to give 1-quinolin-6-yl-ethanone (9.2 g, 97% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07732604B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-1b533ba8a3a34f338769c7d82baef3e5 |
| Source note | uspto-grants-2010_06 |