Hydrochloric Acid → HCID 18406989, compound

HRID 1016454Notes

Reaction equation

HRID 1016454 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:12]=[N:13][O:14][C:15]=1[CH3:16].CO.Cl>[OH-].[Na+]>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[CH:11]([C:15](=[O:14])[CH3:16])[C:12]#[N:13]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 18406979HCID 18406979, compound

Product 1

HCID 18406989HCID 18406989, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
60 °C

Procedure

Slurry 4-(2,4-dimethoxyphenyl)-5-methyl-isoxazole (4.4 g) in 1.0 N NaOH (35 mL) and add 35 mL MeOH to dissolve. Heat at 60° C. under N2 for 1 hour, then cool to clear brown solution. Add 1.0 N HCl to acidify to pH 1, then filter the resulting white solid precipitate. Dissolve solid in EtOAc, dry over Na2SO4, filter and concentrate to red oil. Use without further purification. LCMS=220.2 (MH+); 218.2 (M−).

Workup

  1. dissolutionto dissolve
  2. temperaturecool to clear brown solution
  3. filtrationfilter the resulting white solid precipitate
  4. dissolutionDissolve solid in EtOAc
  5. dry with materialdry over Na2SO4
  6. filtrationfilter
  7. concentrationconcentrate to red oil
  8. customUse without further purification

Sources & evidence

ORD record
ord-0738ea573edf49c98c6a267a7e5164bd
Source dataset
uspto-grants-2002_11
Patent number
US06476038B1

Reaction notes

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