Benzophenone → Benzophenone oxime

HRID 2164714Notes

Reaction equation

HRID 2164714 reaction equation
[C:1]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(O)(O)(=O)=O.[NH2:20][OH:21].[OH-].[Na+]>CO>[C:1](=[N:20][OH:21])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 3102BenzophenoneHCID 14798Sodium HydroxideHCID 159255Hydroxylamine, sulfate (1:1)

Product 1

HCID 11324Benzophenone oxime

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
5 °C

Procedure

Benzophenone (182 g; 1.0 mol) mixed with absolute methanol (400 mL) was placed in a 2-liter 3-neck flask (baffled) fitted with over-head stirrer. To the solution was added hydroxylamine sulfate (120 g; 0.73 m) and maintained vigorously stirred with cooling in ice bath (5° C.). A solution of sodium hydroxide pellets (60 g; 1.50 mol) in absolute methanol (400 mL) was then added slowly with continued agitation. After stirring for 6 hours with cooling, it was heated under reflux (67° C.). pH of the mixture was 11.2. Heating at reflux continued for a total of 12 hours and the solution filtered while still hot.

Workup

  1. customwas placed in a 2-liter 3-neck flask
  2. custom(baffled) fitted with over-head stirrer
  3. temperaturemaintained vigorously
  4. stirringAfter stirring for 6 hours
  5. temperaturewith cooling
  6. temperatureit was heated
  7. temperatureunder reflux (67° C.)
  8. temperatureHeating
  9. temperatureat reflux
  10. customcontinued for a total of 12 hours
  11. filtrationthe solution filtered while still hot

Sources & evidence

ORD record
ord-c7d42382655e414ba8f716a62a3c0480
Source dataset
uspto-grants-1985_03
Patent number
US04507248

Reaction notes

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