Hydrochloric Acid → HCID 66709744, compound

HRID 1193035Notes

Reaction equation

HRID 1193035 reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([C:9]2[C:17](=[O:18])[CH:16]3[CH:11]([CH:12]4[CH2:20][CH2:19][CH:15]3[CH2:14][CH2:13]4)[C:10]=2[O:21]C(=O)C(C)(C)C)=[C:4]([CH3:28])[CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl>CO>[OH:1][C:2]1[CH:3]=[C:4]([CH3:28])[C:5]([CH:9]2[C:10](=[O:21])[CH:11]3[CH:16]([CH:15]4[CH2:19][CH2:20][CH:12]3[CH2:13][CH2:14]4)[C:17]2=[O:18])=[C:6]([CH3:8])[CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 58070830HCID 58070830, compound

Product 1

HCID 66709744HCID 66709744, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2,2-dimethylpropionic acid 2-(4-hydroxy-2,6-dimethylphenyl)-3-oxo-3a,4,5,6,7,7a-hexahydro-3H-4,7-ethanoinden-1-yl ester (1.3 g, 0.0034 mol) in methanol (50 ml) is added potassium carbonate (2.35 g, 0.017 mol), and the suspension is stirred at room temperature for 2 hours. The reaction mixture is carefully acidified with 2M hydrochloric acid and extracted with ethyl acetate. The organics are separated, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated to afford 2-(4-hydroxy-2,6-dimethylphenyl)hexahydro-4,7-ethanoindene-1,3-dione as a white solid.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe organics are separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-a28dec90e0d9417f897f7a556174679b
Source dataset
uspto-grants-2014_03
Patent number
US08680339B2

Reaction notes

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