Water → HCID 178465686, compound

HRID 638388Notes

Reaction equation

HRID 638388 reaction equation
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)=O.Cl.[NH2:12][OH:13].O.[OH-].[NH4+]>C(O)C>[CH3:1][C:2]([NH:12][OH:13])=[C:4]1[CH:5]=[CH:6][C:7](=[O:10])[CH:8]=[CH:9]1

Participants

6

Reactant 4

HCID 962WaterHCID 74694'-HydroxyacetophenoneHCID 14923Ammonium HydroxideHCID 443297Hydroxyamine hydrochloride

Product 1

HCID 178465686HCID 178465686, compoundYield 99.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution was prepared by adding 13.6 g (0.1 mol) of 4-hydroxyacetophenone, 7.6 g (0.11 mol) of hydroxylamine hydrochloride, and 10 g of water to 40 mL of ethanol. To the solution was added 5.0 g of 30% ammonium hydroxide which was then heated at reflux for 2 h. The ethanol was removed on a rotary evaporator to yield a yellow oil. An extractive work-up afforded 15.1 g (99%) of 4-hydroxyacetophenone oxime.

Workup

  1. customA solution was prepared
  2. temperaturewas then heated
  3. temperatureat reflux for 2 h
  4. customThe ethanol was removed on a rotary evaporator
  5. customto yield a yellow oil

Sources & evidence

ORD record
ord-d3f2ed5d0acc408f8b10dd27773cbdf3
Source dataset
uspto-grants-1985_12
Patent number
US04560789

Reaction notes

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