Hydroxyamine hydrochloride → 4-Phenoxyphenoxyacetaldehyde oxime

HRID 35278Notes

Reaction equation

HRID 35278 reaction equation
Cl.[NH2:2][OH:3].C([O-])(=O)C.[Na+].[O:9]([C:16]1[CH:25]=[CH:24][C:19]([O:20][CH2:21][CH:22]=O)=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>O.C(O)C>[O:9]([C:16]1[CH:25]=[CH:24][C:19]([O:20][CH2:21][CH:22]=[N:2][OH:3])=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

6

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 194241144-Phenoxyphenoxyacetaldehyde

Product 1

HCID 867423634-Phenoxyphenoxyacetaldehyde oxime

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 25 g of hydroxylamine hydrochloride and 29.4 g of anhydrous sodium acetate in 100 ml of water is added dropwise at room temperature to a solution of 68.5 g of 4-phenoxyphenoxyacetaldehyde in 300 ml ethanol. After the slightly exothermic reaction has subsided, the mixture is stirred for 2 hours at reflux temperature. The mixture is then cooled to 0° C. and stirred for 3 hours at this temperature, whereupon the resultant oxime crystallises. The crystallised 4-phenoxyphenoxyacetaldehyde oxime is isolated by suction filtration, repeatedly washed thoroughly with water and dried in a vacuum cabinet at 40° C. Melting point: 102°-105° C.

Workup

  1. customAfter the slightly exothermic reaction
  2. temperatureat reflux temperature
  3. customcrystallises

Sources & evidence

ORD record
ord-e741c162d9384599acf5cbe2dcf8b8ec
Source dataset
uspto-grants-1988_08
Patent number
US04766152

Reaction notes

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