Hydrochloric Acid → HCID 19038071, compound

HRID 263455Notes

Reaction equation

HRID 263455 reaction equation
[Cl:1][C:2]1[C:3]([O:8][CH:9]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH2:10]2)=[N:4][O:5][C:6]=1[CH3:7].Cl>C(O)C.O1CCOCC1>[ClH:1].[Cl:1][C:2]1[C:3]([O:8][CH:9]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH2:10]2)=[N:4][O:5][C:6]=1[CH3:7]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 19038072HCID 19038072, compound

Product 1

HCID 19038071HCID 19038071, compoundYield 183%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 2.30 g of 4-chloro-5-methyl-3-(3-quinuclidinyloxy)isoxazole (prepared as described in Example 1) in 30 ml of ethanol was cooled to 5° C. 2.50 ml of a 4N solution of hydrogen chloride in dioxane were then added dropwise to the solution. The resulting mixture was stirred at the same temperature for 10 minutes. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the solid residue thus obtained was recrystallized from isopropanol to afford 2.42 g (yield 91.6%) of the title compound as a colorless powder, melting at 195°-198° C. (with decomposition).

Workup

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

Sources & evidence

ORD record
ord-bf0809b2407d432f9f8ddb3cd43abe7e
Source dataset
uspto-grants-1997_07
Patent number
US05643923

Reaction notes

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