Hydroxyamine hydrochloride → 3-Phenyl-1,2-oxazol-5(2H)-one

HRID 1195791Notes

Reaction equation

HRID 1195791 reaction equation
[C:1]([CH2:9][C:10](=[O:17])CC(OCC)=O)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:19][OH:20]>C(O)(=O)C>[C:2]1([C:1]2[NH:19][O:20][C:10](=[O:17])[CH:9]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 443297Hydroxyamine hydrochlorideHCID 14099759HCID 14099759, compound

Product 1

HCID 5686543-Phenyl-1,2-oxazol-5(2H)-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

In accordance with the known process [Canadian Journal of Chemistry, 4s, 1371 (1970)], 154 g (0.8 mol) of ethyl benzoylacetoacetate were dissolved in 1 l of acetic acid, and 55.7 g (0.8 mol) of hydroxylamine hydrochloride were then added to the resulting solution, followed by heating under stirring at 100° C. for 5 hours. After the solvent was distilled off, ethyl alcohol was added to the residue to precipitate crystals. The crystals were collected and then washed with ethyl alcohol, whereby the title compound was obtained as colorless crystals.

Workup

  1. temperatureby heating
  2. distillationAfter the solvent was distilled off
  3. additionethyl alcohol was added to the residue
  4. customto precipitate crystals
  5. customThe crystals were collected
  6. washwashed with ethyl alcohol, whereby the title compound
  7. customwas obtained as colorless crystals

Sources & evidence

ORD record
ord-fd88de2b479049028d3212eb90b2e7e8
Source dataset
uspto-grants-1992_05
Patent number
US05112841

Reaction notes

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