Sulfuric Acid → HCID 19366090, compound

HRID 850129Notes

Reaction equation

HRID 850129 reaction equation
C[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([CH3:9])=[C:4]([CH3:10])[C:3]=1[CH:11](O)/[C:12](/[CH3:15])=[CH:13]/[CH3:14].OS(O)(=O)=O>CCCCCC>[CH3:14][CH:13]1[C:2]2[C:3](=[C:4]([CH3:10])[C:5]([CH3:9])=[CH:6][C:7]=2[CH3:8])[CH:11]=[C:12]1[CH3:15]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 13076993HCID 13076993, compound

Product 1

HCID 19366090HCID 19366090, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Preparation of E-1-(2,3,5,6-tetramethylphenyl)-2-methyl-2-buten-1-ol (1.50 g, 0.00734 moles) in hexane (20 mL) was added dropwise to concentrated H2SO4 (20 mL) at 0° C. The resulting red solution was then allowed to warm to room temperature and then quenched by adding the solution dropwise to a solution of Na2CO3 (300 mL of 1.89 M solution) at 0° C. The organic layer was then separated and the aqueous layer extracted with pentane (3×100 mL). The organic layers were then combined and dried over MgSO4 followed by filtration and solvent removal resulting in the isolation of the desired product (1.22 g, 89.7 percent).

Workup

  1. customquenched
  2. additionby adding the solution dropwise to a solution of Na2CO3 (300 mL of 1.89 M solution) at 0° C
  3. customThe organic layer was then separated
  4. extractionthe aqueous layer extracted with pentane (3×100 mL)
  5. dry with materialdried over MgSO4
  6. filtrationfollowed by filtration and solvent removal

Sources & evidence

ORD record
ord-df884585bce341529056d320914381dd
Source dataset
uspto-grants-2000_01
Patent number
US06015868

Reaction notes

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