Hydrochloric Acid → 3-(2-Hydroxy-3-morpholinopropoxy)-5-phenylisoxazole hydrochloride

HRID 1109521Notes

Reaction equation

HRID 1109521 reaction equation
[ClH:1].[OH:2][CH:3]([CH2:17][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)[CH2:4][O:5][C:6]1[CH:10]=[C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:8][N:7]=1>O1CCOCC1.C(OCC)(=O)C>[ClH:1].[OH:2][CH:3]([CH2:17][N:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1)[CH2:4][O:5][C:6]1[CH:10]=[C:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[O:8][N:7]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 146520273-(2-Hydroxy-3-morpholinopropoxy)-5-phenylisoxazole

Product 1

HCID 146520283-(2-Hydroxy-3-morpholinopropoxy)-5-phenylisoxazole hydrochlorideYield 93%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

5.0 ml of a 4N solution of hydrogen chloride in dioxane were added to a solution of 5.00 g of 3-(2-hydroxy-3-morpholinopropoxy)-5-phenylisoxazole (prepared as described in Example 19) in 200 ml of ethyl acetate, and the mixture was stirred at room temperature for 10 minutes. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the resulting solid residue was recrystallized from ethyl acetate, to give 5.21 g (yield 93.0%) of the title compound as a colorless powder, melting at 149°-150° C.

Workup

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. customthe resulting solid residue was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-6ba15504d7624170821649dc7041ea6f
Source dataset
uspto-grants-1994_06
Patent number
US05321037

Reaction notes

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