Potassium Carbonate → HCID 58079363, compound

HRID 1027368Notes

Reaction equation

HRID 1027368 reaction equation
C[O:2][C:3]1[CH2:8][C:7]([O:9]C)=[CH:6][CH:5]([CH2:11][CH:12]2[O:16][CH2:15][CH2:14][O:13]2)[CH:4]=1.C(=O)([O-])[O-].[K+].[K+]>Cl.O1CCCC1>[O:13]1[CH2:14][CH2:15][O:16][CH:12]1[CH2:11][CH:5]1[CH2:6][C:7](=[O:9])[CH2:8][C:3](=[O:2])[CH2:4]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 58079340HCID 58079340, compound

Product 1

HCID 58079363HCID 58079363, compound

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 2-(3,5-dimethoxycyclohexa-2,5-dienylmethyl)-[1,3]-dioxolane (730 mgs, 3.2 mmol) in a mixture of 10% aqueous hydrochloric acid (2.9 ml) and tetrahydrofuran (29 ml) is stirred at room temperature for ¾ hour. The reaction mixture is poured into an aqueous solution of saturated potassium carbonate and extracted with ethyl acetate. The organic extract is discarded. The aqueous extract is acidified with dilute aqueous hydrochloric acid and extracted with ethyl acetate. The organic extract is dried over anhydrous magnesium sulfate, filtered and then filtrate evaporated in vacuo to give 5-([1,3]-dioxolan-2-ylmethyl)-cyclohexane-1,3-dione as a white solid, used without further purification in the next step.

Workup

  1. extractionextracted with ethyl acetate
  2. extractionThe organic extract
  3. extractionThe aqueous extract
  4. extractionextracted with ethyl acetate
  5. extractionThe organic extract
  6. dry with materialis dried over anhydrous magnesium sulfate
  7. filtrationfiltered
  8. customfiltrate evaporated in vacuo

Sources & evidence

ORD record
ord-9a346089337244ef946783237a28a2a8
Source dataset
uspto-grants-2014_05
Patent number
US08735322B2

Reaction notes

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