Ammonia → HCID 13678987, compound

HRID 1905787Notes

Reaction equation

HRID 1905787 reaction equation
[NH3:1].[O:2]=O.[CH3:4][CH:5]1[CH2:10][CH2:9][CH2:8][CH:7]([CH3:11])[C:6]1=O>CO>[C:6]([CH:5]([CH3:4])[CH2:10][CH2:9][CH2:8][C:7](=[O:2])[CH3:11])#[N:1]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 977Oxygen2×HCID 177802,6-Dimethylcyclohexanone

Product 1

HCID 13678987HCID 13678987, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2 ml of NH3 in 50 ml of methanol is charged into a round bottom flask fitted with a gas inlet tube and a mechanical stirrer. Fitted to the gas inlet tube is an oxygen buret graduated in mls and containing oxygen gas. To this solution is added with stirring 0.015 g of CuCl2 2H2O and 1.5 g of 2,6-dimethyl cyclohexanone. Stirring is continued until all solids had dissolved. A steady stream of oxygen is bubbled into the solution for approximately 16 hours, while the solution is stirred at room temperature. Total oxygen uptake is 63 ml. The methanol solvent is removed by rotary evaporator and the product extracted in by rotary evaporator and the product extracted in ether. The ether layer is concentrated. IR and NMR analysis confirmed the presence of 1-cyano-1-methyl-5-ketohexane.

Workup

  1. customfitted with a gas inlet tube and a mechanical stirrer
  2. customFitted to the gas inlet tube
  3. additionTo this solution is added
  4. dissolutionhad dissolved
  5. customA steady stream of oxygen is bubbled into the solution for approximately 16 hours, while the solution
  6. stirringis stirred at room temperature
  7. customThe methanol solvent is removed by rotary evaporator
  8. extractionthe product extracted in by rotary evaporator
  9. extractionthe product extracted in ether
  10. concentrationThe ether layer is concentrated

Sources & evidence

ORD record
ord-e50ff92a2f12488ca62898e2c7426505
Source dataset
uspto-grants-1987_03
Patent number
US04647686

Reaction notes

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