Potassium Hydroxide → HCID 21528180, compound

HRID 1658649Notes

Reaction equation

HRID 1658649 reaction equation
[CH3:1][O:2][C:3]1([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.Cl.[NH2:18][OH:19].[OH-].[K+]>C(O)C>[CH3:1][O:2][C:3]1([C:10]2[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=2)[CH2:8][CH2:7][C:6](=[N:18][OH:19])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 14797Potassium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 21528183HCID 21528183, compound

Product 1

HCID 21528180HCID 21528180, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.73 g. (0.17 mole) of 4-methoxy-4-(p-methylphenyl)cyclohexanone (prepared as in Example 28), 3.75 g. of hydroxylamine hydrochloride and 7.5 ml. of aqueous 50% potassium hydroxide solution in 70 ml. of ethanol is heated at reflux for about 4 hours. The solvent is removed under vacuum and the residue dissolved in water and ether. The organic layer is washed with water and brine and evaporated to dryness to give 4.04 g. (99%) of product. A sample recrystallized from aqueous methanol gives pure 4-methoxy-4-(p-methylphenyl)cyclohexanone oxime, having a melting point of 114° to 115.5° C.

Workup

  1. additionA mixture of 3.73 g
  2. temperatureat reflux for about 4 hours
  3. customThe solvent is removed under vacuum
  4. dissolutionthe residue dissolved in water
  5. washThe organic layer is washed with water and brine
  6. customevaporated to dryness
  7. customto give 4.04 g
  8. customA sample recrystallized from aqueous methanol

Sources & evidence

ORD record
ord-73c0b8c752b0468ca0ecbdc54b423e47
Source dataset
uspto-grants-1976_06
Patent number
US03965180

Reaction notes

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