Potassium Carbonate → (3R)-3-ethynyl-1-azabicyclo[2.2.2]octan-3-ol

HRID 1359287Notes

Reaction equation

HRID 1359287 reaction equation
[C:1]([C@:3]1([OH:11])[CH:8]2[CH2:9][CH2:10][N:5]([CH2:6][CH2:7]2)[CH2:4]1)#[CH:2].C([C@@H]([C@H](C([O-])=O)O)O)([O-])=O.C(=O)([O-])[O-].[K+].[K+]>O>[C:1]([C@:3]1([OH:11])[CH:8]2[CH2:9][CH2:10][N:5]([CH2:6][CH2:7]2)[CH2:4]1)#[CH:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86759091(3R)-3-ethynyl-3-quinuclidinol L-(+)-tartrate

Product 1

HCID 946095(3R)-3-ethynyl-1-azabicyclo[2.2.2]octan-3-olYield 87.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

15.6 g of (3R)-3-ethynyl-3-quinuclidinol +L-(+)-tartrate was dissolved in 150 ml of water and 20 g of anhydrous potassium carbonate was added little by little under stirring. The resulting crystal were collected by filtration, washed with water and then dried, to give 6.88 g of the title compound.

Workup

  1. filtrationThe resulting crystal were collected by filtration
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-ed782d19f4df4c6a9d28b0d3785c9ff5
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

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