Acetophenone → HCID 68536658, compound

HRID 1461231Notes

Reaction equation

HRID 1461231 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[K:10]>CCOCC.C1(C)C=CC=CC=1>[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[K:10]

Participants

5

Reactant 2

HCID 7410AcetophenoneHCID 5462222Potassium

Product 1

HCID 68536658HCID 68536658, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
70 °C

Procedure

Acetophenone Oximate 46 g, dissolved in 400 ml dry ether was added dropwise to a stirred suspension of 12.54 g powdered potassium in 150 ml dry toluene and 150 ml dry ether. After refluxing for 48 hours, and filtering, the solid was washed several times with dry ether, and dried under high vacuum. The solid was purified by dispersing 10 gm in a mixture of 50 ml acetonitrile and 100 ml dimethyl sulphoxide. The mixture was heated to 70° C., filtered hot, and allowed to cool. The colourless solid was collected by filtration, and dried under high vacuum at 56° C. for 24 hours. M.p.: 267°-270° C. Analysis: K: theory 22.57, found: 22.33.

Workup

  1. additionwas added dropwise to a stirred suspension of 12.54 g
  2. temperatureAfter refluxing for 48 hours
  3. filtrationfiltering
  4. washthe solid was washed several times with dry ether
  5. customdried under high vacuum
  6. customThe solid was purified
  7. additionby dispersing 10 gm
  8. additionin a mixture of 50 ml acetonitrile and 100 ml dimethyl sulphoxide
  9. filtrationfiltered hot
  10. temperatureto cool
  11. filtrationThe colourless solid was collected by filtration
  12. customdried under high vacuum at 56° C. for 24 hours

Sources & evidence

ORD record
ord-dd9c6e4d853d4572a545fe4d6a50bd68
Source dataset
uspto-grants-1991_12
Patent number
US05075297

Reaction notes

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