Hydrochloric Acid → 3,3,5-Trimethyl-4-ethoxycarbonyl-5,6-epoxy-cyclohexanone

HRID 436717

Reaction equation

HRID 436717 reaction equation
[CH3:1][C:2]1([CH3:15])[CH:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:6]([CH3:13])=[CH:5][C:4](=[O:14])[CH2:3]1.[OH:16]O.[OH-].[Na+].Cl>CO>[CH3:15][C:2]1([CH3:1])[CH:7]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:6]2([CH3:13])[O:16][CH:5]2[C:4](=[O:14])[CH2:3]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 90877Ethyl 2,6,6-trimethyl-4-oxocyclohex-2-ene-1-carboxylate

Product 1

HCID 214309893,3,5-Trimethyl-4-ethoxycarbonyl-5,6-epoxy-cyclohexanone

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5 g of 3,3,5-trimethyl-4-ethoxycarbonyl-5-cyclohexen-1-one [which can be prepared according to the method described in Example 1] in 800 ml of methanol were cautiously mixed with a solution of 24 ml of a 30% solution of H2O2 and 6 ml of a 6N solution of NaOH. The reaction mixture, after having been stirred for 2 days at room temperature, was neutralized with a diluted HCl solution and the volatile portions were separated by evaporation. Distillation of the residue gave 3,3,5-trimethyl-4-ethoxycarbonyl-5,6-epoxy-cyclohexanone in a pure state.

Workup

  1. customthe volatile portions were separated by evaporation
  2. distillationDistillation of the residue

Sources & evidence

ORD record
ord-5cf2f964ade4486aa0323b2a5e9ba390
Source dataset
uspto-grants-1977_06
Patent number
US04028278

Linked notes

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