Sulfuric Acid → HCID 15137041, compound

HRID 1440298Notes

Reaction equation

HRID 1440298 reaction equation
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])[CH2:2][CH3:3].[OH:11]S(O)(=O)=O>[O-2].[O-2].[Mn+4]>[CH2:1]([C:4]1[C:5](=[O:10])[CH:6]=[CH:7][C:8](=[O:11])[CH:9]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 125702-Propylphenol

Product 1

HCID 15137041HCID 15137041, compound

Reagents, catalysts & solvents 1

HCID 178418406HCID 178418406, compoundCatalyst

Procedure

Manganese dioxide (45 g) was stirred in 25% H2SO4 (1300 ml) at room temperature. 2-propylphenol (90 g) was added followed by managanese dioxide (270 g), added over 1 hr to maintain a reaction temperature below 50° C. After a further 11/2 hours the reaction mixture was steam distilled, the distillates extracted with chloroform and the chloroform evaporated to yield propyl-p-benzoquinone (7 g), delta H(CDCl3) 1.00 (3H, t, J8.0Hz), CH3), 1.57(2H, tq, J 8.0,8.0Hz, CH2), 2.42(2H,t,J 8.0Hz, CH2), 6.58-6.82 (3H, m, CH).

Workup

  1. additionadded over 1 hr
  2. temperatureto maintain a reaction temperature below 50° C
  3. custom2 hours
  4. distillationdistilled
  5. extractionthe distillates extracted with chloroform
  6. customthe chloroform evaporated

Sources & evidence

ORD record
ord-93cf88dec96348d0bcecc0f45ab470b5
Source dataset
uspto-grants-1996_03
Patent number
US05498712

Reaction notes

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