HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N-Methoxy-N-methylquinoline-6-carboxamide → 1-(Quinolin-6-yl)ethan-1-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N-Methoxy-N-methylquinoline-6-carboxamide | HCID 55211172 | — |
| Edukt | HCID 178418573 | HCID 178418573 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Tetrahydrofuran toluene | HCID 22635083 | — |
| Produkt | 1-(Quinolin-6-yl)ethan-1-one | HCID 258559 | — |
Reaktionsbedingungen
| Temperatur | 0 °C |
|---|
Reaktionsschritte
Methylmagnesium bromide (190 mL of a 1.4 M solution in toluene/THF 3:1, 270 mmol) was added over 35 min to a solution of quinoline-6-carboxylic acid methoxy-methyl-amide (Stage 1.5, 26 g, 120 mmol) in THF at 0° C. under nitrogen. The RM was stirred for 30 min at 0° C. and then allowed to warm up to rt. The RM was quenched with 1 M HCl and the THF removed under reduced pressure. The residue was taken up in EtOAc and the organic layer separated, dried and concentrated to give the title compound as a yellow solid (tR 1.0 min (conditions 1), MH+=172).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822468B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-b400a060e54b478684a09a7f1a29c10e |
| Quellennotiz | uspto-grants-2014_09 |