Hydrazine → HCID 20467089, compound

HRID 904056Notes

Reaction equation

HRID 904056 reaction equation
O[CH:2]([CH3:14])[CH:3](C)[CH2:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=O.NN.[C:17]([O-:20])([O-])=O.[K+].[K+]>C(O)COCCO>[CH2:5]([C:7]1[CH:12]=[CH:11][C:17]([OH:20])=[C:9]([CH3:10])[CH:8]=1)[CH2:4][CH2:3][CH2:2][CH3:14]

Participants

5

Reactant 3

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 23333445HCID 23333445, compound

Product 1

HCID 20467089HCID 20467089, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Conditions

Temperature
135 °C

Procedure

153.6 g (0.8 moles) of 4-hydroxy-3-methyl-pentanophenone are added to 500 ml of diethylene glycol, 120 g (3.8 moles) of hydrazine and 196 g (3.5 moles) of potash. The solution is refluxed at 135° C. in the mass for 2 hours and then the excess hydrozine and water are distilled until the temperature of the mass is 230° C. The solution is allowed to cool and then poured into 2.5 l of deionized water. It is then acidified with concentrated hydrochloric acid to pH1. The product precipitates. It is extracted with ether. The ethereal extract is washed with deionized water and then dried on magnesium sulphate. The ether is distilled and the product is purified by distillation. It distills at 97.5° C. at 0.4 mm of mercury. 121.6 g of pure compound is obtained, namely a yield of 85%.

Workup

  1. distillationthe excess hydrozine and water are distilled until the temperature of the mass
  2. customis 230° C
  3. temperatureto cool
  4. additionpoured into 2.5 l of deionized water
  5. customThe product precipitates
  6. extractionIt is extracted with ether
  7. extractionThe ethereal extract
  8. washis washed with deionized water
  9. customdried on magnesium sulphate
  10. distillationThe ether is distilled
  11. distillationthe product is purified by distillation
  12. distillationIt distills at 97.5° C. at 0.4 mm of mercury

Sources & evidence

ORD record
ord-cc8a7c24c73545a78c0450afe99e69c2
Source dataset
uspto-grants-1980_10
Patent number
US04230596

Reaction notes

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