Ethanol → HCID 85437759, compound

HRID 1288232Notes

Reaction equation

HRID 1288232 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[O:5][CH2:6][C:7](=O)[CH3:8].C(O)C.Cl.[NH2:17][OH:18]>O>[CH3:1][C:2]1[CH:3]=[C:4]([CH:10]=[CH:11][CH:12]=1)[O:5][CH2:6][C:7](=[N:17][OH:18])[CH3:8]

Participants

5

Reactant 3

HCID 702EthanolHCID 3095751-(3-methylphenoxy)propan-2-oneHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 85437759HCID 85437759, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1-(3-Methylphenoxy)propan-2-one (24.9 g.) and ethanol (100 ml.) were added to a solution of hydroxylamine hydrochloride (25 g.) and fused sodium acetate (25 g.) in water (110 ml.). The resulting solution was refluxed for 31/2 hours and evaporated to near dryness under reduced pressure. The residue was partitioned between water and ether. The ether extract was washed with water, dried over anhydrous potassium carbonate and evaporated. The residue was distilled to give a fraction, b.p. 159°-163°/12 mm. Redistillation gave 1-(3-methylphenoxy)propan-2-one oxime, b.p. 165°-167°/13 mm.

Workup

  1. temperatureThe resulting solution was refluxed for 31/2 hours
  2. customevaporated
  3. customThe residue was partitioned between water and ether
  4. extractionThe ether extract
  5. washwas washed with water
  6. dry with materialdried over anhydrous potassium carbonate
  7. customevaporated
  8. distillationThe residue was distilled
  9. customto give a fraction, b.p. 159°-163°/12 mm
  10. distillationRedistillation

Sources & evidence

ORD record
ord-d963b52bf86449b7b7505952619039e9
Source dataset
uspto-grants-1976_10
Patent number
US03987158

Reaction notes

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