Sodium Hydroxide → 3-Quinuclidinone

HRID 1600332Notes

Reaction equation

HRID 1600332 reaction equation
Cl.[N:2]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[C:4](=[O:10])[CH2:3]2.[OH-].[Na+]>O>[N:2]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[C:4](=[O:10])[CH2:3]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 1020191-Azabicyclo(2.2.2)octan-3-one, hydrochloride (1:1)

Product 1

HCID 195073-Quinuclidinone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

300 g (1.856 mol) of 3-quinuclidinone hydrochloride (Fluka) was added at 40° C. to a solution of 300 g (7.50 mol) of sodium hydroxide in 1 liter of water and the solution formed was cooled to 20° C. It was then extracted three times with 400 ml of ethyl acetate and the combined organic extracts were dried over magnesium sulfate. After evaporation, 220g (95 percent) of 3-quinuclidinone was obtained in the form of a light beige solid. Other data concerning the product was: ##EQU1##

Workup

  1. customthe solution formed
  2. extractionIt was then extracted three times with 400 ml of ethyl acetate
  3. dry with materialthe combined organic extracts were dried over magnesium sulfate
  4. customAfter evaporation, 220g (95 percent) of 3-quinuclidinone
  5. customwas obtained in the form of a light beige solid

Sources & evidence

ORD record
ord-ea5766e25131423faa117e11ddd126fc
Source dataset
uspto-grants-1998_04
Patent number
US05744606

Reaction notes

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