Hydrochloric Acid → HCID 19038100, compound

HRID 263457Notes

Reaction equation

HRID 263457 reaction equation
[Cl:1][C:2]1[C:3]([O:13][CH:14]2[CH:19]3[CH2:20][CH2:21][N:16]([CH2:17][CH2:18]3)[CH2:15]2)=[N:4][O:5][C:6]=1[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.Cl>C(O)C.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[C:3]([O:13][CH:14]2[CH:19]3[CH2:20][CH2:21][N:16]([CH2:17][CH2:18]3)[CH2:15]2)=[N:4][O:5][C:6]=1[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19038078HCID 19038078, compound

Product 1

HCID 19038100HCID 19038100, compoundYield 198%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2.12 g of 4-chloro-3-(3-quinuclidinyloxy)-5-phenylisoxazole (prepared as described in Example 9) in 20 ml of ethanol was cooled to 5° C. 2.1 ml of a 4N solution of hydrogen chloride in dioxane were then added dropwise to the solution, and the resulting mixture was stirred at room temperature for 30 minutes. At the end of this time, the reaction mixture was concentrated by distillation under reduced pressure and the solid residue thus obtained was recrystallized from ethanol to afford 2.35 g (yield 96.1%) of the title compound as a colorless powder, melting at 235°-237° C. (with decomposition).

Workup

  1. concentrationAt the end of this time, the reaction mixture was concentrated by distillation under reduced pressure
  2. customthe solid residue thus obtained
  3. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-ce77b1584baa49bebc9421e59846f3e6
Source dataset
uspto-grants-1997_07
Patent number
US05643923

Reaction notes

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