Ammonia → 3-Amino-5-methylcyclohex-2-en-1-one

HRID 1276308Notes

Reaction equation

HRID 1276308 reaction equation
[CH3:1][CH:2]1[CH2:7][C:6](=O)[CH2:5][C:4](=[O:9])[CH2:3]1.[NH3:10]>C1C=CC=CC=1>[NH2:10][C:6]1[CH2:7][CH:2]([CH3:1])[CH2:3][C:4](=[O:9])[CH:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 4580955-Methylcyclohexane-1,3-dione

Product 1

HCID 30168773-Amino-5-methylcyclohex-2-en-1-one

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
0 °C

Procedure

5-Methyl-1,3-cyclohexanedione (40 g, 0.32 mol) was dissolved in 500 ml of benzene at 70° C. The solution was heated at reflux for 2 hours, during which NH3 was bubbled through the reaction mixture and formed H2O was collected in a Dean-Stark trap. The mixture was then cooled to 0° C. and title product recovered by filtration, 39.8 g, m.p. 165-169° C.

Workup

  1. temperatureThe solution was heated
  2. customwas bubbled through the reaction mixture
  3. customformed H2O
  4. customwas collected in a Dean-Stark trap
  5. filtrationtitle product recovered by filtration, 39.8 g, m.p. 165-169° C.

Sources & evidence

ORD record
ord-c5ea5df9ccf04a5580ba4bcb0baec09f
Source dataset
uspto-grants-2000_12
Patent number
US06166031

Reaction notes

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