Water → HCID 178526521, compound

HRID 1712886Notes

Reaction equation

HRID 1712886 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=O)[CH2:11][C:12]([O:14]CC)=[O:13])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.[NH2:19]O.[OH-].[Na+].O>CO>[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[C:12]([OH:14])[O:13][N:19]=2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 962WaterHCID 13281Benzenepropanoic acid, 4-nitro-beta-oxo-, ethyl esterHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178526521HCID 178526521, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

According to method of U.S. Pat. No. 3,781,438, 2 g of ethyl 3-(4-nitrophenyl)-3-oxopropanoate was dissolved in methanol, slightly excessive hydroxylamine hydrochloride and equivalent amount of sodium hydroxide were added, the mixture was heated to reflux. 3 hr later, the reaction was traced by Thin-Layer Chromatography, water was added to the reaction mixture, extracted with ethyl acetate, dried and concentrated to obtain 3-(4-nitrophenyl)isoxazol-5-ol as solid.

Workup

  1. temperaturethe mixture was heated to reflux
  2. custom3 hr
  3. additionwas added to the reaction mixture
  4. extractionextracted with ethyl acetate
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-6acd240b804446e9aad2b60b253295ec
Source dataset
uspto-grants-2010_09
Patent number
US07795179B2

Reaction notes

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