Hydrochloric Acid → 3,5-Diethoxy-4-isoxazol-4-yl-benzoic acid

HRID 1096991Notes

Reaction equation

HRID 1096991 reaction equation
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([O:19][CH2:20][CH3:21])[C:13]=1[C:14]1[CH:15]=[N:16][O:17][CH:18]=1)[C:7]([O:9]C)=[O:8])[CH3:2].Cl>CO.C1COCC1.[OH-].[Na+]>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:11]=[C:12]([O:19][CH2:20][CH3:21])[C:13]=1[C:14]1[CH:15]=[N:16][O:17][CH:18]=1)[C:7]([OH:9])=[O:8])[CH3:2]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 57931014Methyl 3,5-diethoxy-4-(isoxazol-4-yl)benzoate

Product 1

HCID 579309183,5-Diethoxy-4-isoxazol-4-yl-benzoic acid

Reagents, catalysts & solvents 2

HCID 14798Sodium HydroxideSolventHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

Methyl 3,5-diethoxy-4-(isoxazol-4-yl)benzoate (91 mg) was dissolved in a mixed solvent of methanol/THF (8 mL, 3/5), aqueous 1 M NaOH solution (1.2 mL) was added to it, and stirred at room temperature for 5 hours. Aqueous 1 M HCl solution (1.2 mL) was added to it, and the solvent was concentrated under reduced pressure. The formed solid was taken out through filtration, washed with water, and dried under reduced pressure to obtain the title compound as a pale yellow solid.

Workup

  1. additionwas added to it
  2. concentrationthe solvent was concentrated under reduced pressure
  3. filtrationThe formed solid was taken out through filtration
  4. washwashed with water
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-553a18b38cc445e484a6466a8808f0a3
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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