Sodium Methoxide → HCID 178468158, compound

HRID 1262589Notes

Reaction equation

HRID 1262589 reaction equation
[C:1]([CH:4]1[CH2:9][CH2:8][CH:7]([CH:10]([CH3:12])[CH3:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].C[O-].[Na+]>CO>[C:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH:10]([CH3:12])[CH3:11])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 10942334Sodium MethoxideHCID 155871151-[4-(Propan-2-yl)cyclohexyl]ethan-1-one

Product 1

HCID 178468158HCID 178468158, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 12 g quantity of cis-trans mixture of 1-acetyl-4-isopropylcyclohexane and sodium methoxide in an amount equimolar to the mixture are heated in 150 ml of methanol for 6 hours with stirring. The reaction mixture is distilled in a vacuum to remove the solvent, 50 ml of water is added to the residue, and the resulting solution is subjected to extraction with 50 ml of ether three times. The extract is washed with water, dried over anhydrous sodium sulfate and thereafter distilled in a vacuum to remove the solvent. The residue is distilled in a vacuum, giving 9 g of trans-1-acetyl-4-isopropylcyclohexane boiling at 109° to 113° C./18-19 mm Hg.

Workup

  1. distillationThe reaction mixture is distilled in a vacuum
  2. customto remove the solvent, 50 ml of water
  3. additionis added to the residue
  4. extractionthe resulting solution is subjected to extraction with 50 ml of ether three times
  5. washThe extract is washed with water
  6. dry with materialdried over anhydrous sodium sulfate
  7. distillationdistilled in a vacuum
  8. customto remove the solvent
  9. distillationThe residue is distilled in a vacuum

Sources & evidence

ORD record
ord-e6cda6e6b60d460f80ca04b2951cd339
Source dataset
uspto-grants-1984_06
Patent number
US04452813

Reaction notes

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