Hydrochloric Acid → 3-(4-Fluorophenyl)-5-isoxazolemethanol

HRID 1827895Notes

Reaction equation

HRID 1827895 reaction equation
C([O:4][CH2:5][C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)[CH:7]=1)(=O)C.[OH-].[Na+].Cl>C(O)C>[F:17][C:14]1[CH:13]=[CH:12][C:11]([C:8]2[CH:7]=[C:6]([CH2:5][OH:4])[O:10][N:9]=2)=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 22064315HCID 22064315, compound

Product 1

HCID 220641413-(4-Fluorophenyl)-5-isoxazolemethanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

[3-(4-fluorophenyl)isoxazol-5-yl]methyl acetate was stirred in a mixture of aqueous 2N sodium hydroxide (1.60 g, 20 mL H2O) and ethanol (10 mL) at room temperature for 2 hours. The reaction mixture was then neutralized with 2N HCl aqueous solution (20 mL), and extracted with ethyl acetate (2×30 mL). The combined organic layers were dried over sodium sulfate and solvent removed under reduced pressure, to provide [3-(4-fluorophenyl)isoxazol-5-yl]methan-1-ol.

Workup

  1. extractionextracted with ethyl acetate (2×30 mL)
  2. dry with materialThe combined organic layers were dried over sodium sulfate and solvent
  3. customremoved under reduced pressure

Sources & evidence

ORD record
ord-12bb4c285e9f416bb4c81436ae60a2af
Source dataset
uspto-grants-2006_06
Patent number
US07056924B2

Reaction notes

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