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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46807Generated: October 23, 2026

(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol → Quinidinone

https://huagongshe.com/en/reaction/46807

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanolHCID 5953—
ReactantSodiumHCID 5360545—
ReactantFluoreneoneHCID 22281833—
SolventTolueneHCID 1140—
ProductQuinidinoneHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04175192
Source datasetuspto-grants-1979_11
ORD IDord-2e349f16a0ab4c7baaf37321e4e4dae6
Source noteuspto-grants-1979_11