HuagongsheHuagongshe Chemistry Print Report · For research reference only
(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol → Quinidinone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol | HCID 5953 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | Fluoreneone | HCID 22281833 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Quinidinone | HCID 84497 | — |
Reaction Steps
A solution of fluorenone ketyl was prepared by mixing 9 g. of fluorenone and 6.5 g. of sodium in anhydrous toluene. To this solution was added a hot solution of 37 g. of anhydrous quinidine base in 150 ml. of anhydrous toluene. After 15 minutes at reflux, the reaction was complete. After extraction and neutralization treatments as in Example I, 36 g. of pure quinidinone (TLC) was obtained (97% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04175192 |
| Source dataset | uspto-grants-1979_11 |
| ORD ID | ord-2e349f16a0ab4c7baaf37321e4e4dae6 |
| Source note | uspto-grants-1979_11 |