Hydrogen Bromide → 1-Azabicyclo[2.2.2]octan-3-one--hydrogen bromide (1/1)

HRID 1600333Notes

Reaction equation

HRID 1600333 reaction equation
[BrH:1].[N:2]12[CH2:9][CH2:8][CH:5]([CH2:6][CH2:7]1)[C:4](=[O:10])[CH2:3]2>O>[BrH:1].[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 260Hydrogen BromideHCID 195073-Quinuclidinone

Product 1

HCID 189269661-Azabicyclo[2.2.2]octan-3-one--hydrogen bromide (1/1)Yield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

21.8 g (167 mol) of 62 percent hydrobromic acid was added dropwise to a solution of 19.0 g (152 mol) of 3-quinuclidinone in 50 ml of water and thereaction mixture was evaporated to dryness. The residue was suspended in 100 ml of tetrahydrofuran, filtered off on a frit and washed with 50 ml oftetrahydrofuran. After drying, 30.5 g (98 percent) of 3-quinuclidinone hydrobromide were isolated in the form of white crystals.

Workup

  1. custommixture was evaporated to dryness
  2. filtrationfiltered off on a frit
  3. washwashed with 50 ml oftetrahydrofuran
  4. customAfter drying

Sources & evidence

ORD record
ord-0e39107a044542928b8248e98d0bf763
Source dataset
uspto-grants-1998_04
Patent number
US05744606

Reaction notes

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