Hydrochloric Acid → HCID 19038124, compound

HRID 263460Notes

Reaction equation

HRID 263460 reaction equation
Cl.[Cl:2][C:3]1[C:4]([O:8][CH:9]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH2:10]2)=[N:5][O:6][CH:7]=1>O1CCOCC1.C(O)C>[ClH:2].[Cl:2][C:3]1[C:4]([O:8][CH:9]2[CH:14]3[CH2:13][CH2:12][N:11]([CH2:16][CH2:15]3)[CH2:10]2)=[N:5][O:6][CH:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19038088HCID 19038088, compound

Product 1

HCID 19038124HCID 19038124, compoundYield 181%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
5 °C

Procedure

3.00 ml (12.0 mmole) of a 4N solution of hydrogen chloride in dioxane were added dropwise to a solution of 2.29 g (10.0 mmole) of 4-chloro-3-(3-quinuclidinyloxy)isoxazole (prepared as described in Example 109) in 20 ml of ethanol, whilst cooling at 5° C.; the mixture was then stirred at the same temperature for 10 minutes. At the end of this time, the solvent was removed by distillation under reduced pressure, and the solid residue was recrystallized from isopropanol, to give 2.40 g (yield 90.4%) of the title compound as a colorless powder, melting at 235°-238° C. (with decomposition).

Workup

  1. customAt the end of this time, the solvent was removed by distillation under reduced pressure
  2. customthe solid residue was recrystallized from isopropanol

Sources & evidence

ORD record
ord-6f7300b976e1480ca90d437383f0b968
Source dataset
uspto-grants-1997_07
Patent number
US05643923

Reaction notes

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