Ammonia → HCID 13081567, compound

HRID 1905786Notes

Reaction equation

HRID 1905786 reaction equation
[NH3:1].O=O.C[CH:5]1[CH2:10][CH2:9][CH2:8][CH2:7][C:6]1=[O:11].[CH3:12]O>>[C:5]([CH2:10][CH2:9][CH2:8][CH2:7][C:6](=[O:11])[CH3:12])#[N:1]

Participants

5

Reactant 4

HCID 222AmmoniaHCID 887MethanolHCID 977Oxygen2×HCID 114192-Methylcyclohexanone

Product 1

HCID 13081567HCID 13081567, compound

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 1.1 g of 2-methyl cyclohexanone. Stirring was continued until all solids had dissolved. A steady stream of oxygen was bubbled into the solution for approximately 20 hours, while the solution was stirred at room temperature. Total oxygen uptake was 190 ml. The methanol solvent was removed by rotary evaporator and the product extracted in ether. The ether layer was concentrated. IR,NMR, and mass spectral analysis confirmed the presence of 1-cyano-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 was bubbled into the solution for approximately 20 hours, while the solution
  6. stirringwas stirred at room temperature
  7. customThe methanol solvent was removed by rotary evaporator
  8. extractionthe product extracted in ether
  9. concentrationThe ether layer was concentrated

Sources & evidence

ORD record
ord-dc6825ea87e34ef18f7d675d2620ece8
Source dataset
uspto-grants-1987_03
Patent number
US04647686

Reaction notes

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