Sulfuric Acid → HCID 86633023, compound

HRID 1919862Notes

Reaction equation

HRID 1919862 reaction equation
[CH:1]1([S:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:16](OC)[O:17]C)=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(=O)(=O)(O)O.C(=O)([O-])[O-].[K+].[K+]>C1COCC1.O>[CH:1]1([S:7]([C:10]2[CH:11]=[CH:12][C:13]([CH:16]=[O:17])=[CH:14][CH:15]=2)(=[O:9])=[O:8])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 11430Potassium CarbonateHCID 67490744HCID 67490744, compound

Product 1

HCID 86633023HCID 86633023, compoundYield 1,112.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-(cyclohexylsulfonyl)-4-(dimethoxymethyl)benzene (117 mg, 0.392 mmol) in THF (4 mL) was added an aqueous solution of sulfuric acid (2% v/v, 2 mL) and the resulting mixture stirred for 18 hours at room temperature. Excess solid potassium carbonate was then added, and the mixture diluted with water. Finally, the aqueous solution was extracted with ethyl acetate (×3), and the combined organic phases dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to give 4-(cyclohexylsulfonyl)benzaldehyde (1100 mg, quantitative yield) as a colourless oil.

Workup

  1. extractionFinally, the aqueous solution was extracted with ethyl acetate (×3)
  2. dry with materialthe combined organic phases dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-69e32ecb5c7a40baad48a50a6ac345c8
Source dataset
uspto-grants-2012_05
Patent number
US08168673B2

Reaction notes

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