Hydrochloric Acid → HCID 12907878, compound

HRID 2361868Notes

Reaction equation

HRID 2361868 reaction equation
[CH3:1][C:2]1([CH3:15])[C:11](=[O:12])[C:10]([CH3:14])([CH3:13])[CH2:9][C:4]2(OCC[O:5]2)[CH2:3]1.Cl>C1COCC1>[CH3:13][C:10]1([CH3:14])[CH2:9][C:4](=[O:5])[CH2:3][C:2]([CH3:15])([CH3:1])[C:11]1=[O:12]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 23147969HCID 23147969, compound

Product 1

HCID 12907878HCID 12907878, compoundYield 107.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 7,7,9,9-tetramethyl-1,4-dioxa-spiro[4.5]decan-8-one (4.15 g, 0.019 mol, 1.0 eq.) in THF (60 mL) was added 1 N HCl (30 mL) and the resulting mixture was stirred at room temperature overnight, concentrated to remove most of the THF, extracted with 3×EtOAc. The organic layers were combined, dried over MgSO4, filtered and concentrated to give 2,2,6,6-tetramethyl-cyclohexane-1,4-dione as a white solid (3.43 g, >100%).

Workup

  1. concentrationconcentrated
  2. customto remove most of the THF
  3. extractionextracted with 3×EtOAc
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-865aaf6c8d79407dae9740388d83de6b
Source dataset
uspto-grants-2014_04
Patent number
US08691814B2

Reaction notes

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