Phenol → HCID 22234832, compound

HRID 900044Notes

Reaction equation

HRID 900044 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([O:10][CH:11]=[C:12]([CH3:14])[CH3:13])C.[C:15]1(C)C=CC=C[CH:16]=1>[NH+]1C=CC=CC=1.C1(C)C=CC(S([O-])(=O)=O)=CC=1>[CH2:15]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:10][CH2:11][CH:12]([CH3:14])[CH3:13])[CH3:16]

Participants

5

Reactant 3

HCID 996PhenolHCID 1140TolueneHCID 110515871-ethoxy-2-methylpropene

Product 1

HCID 22234832HCID 22234832, compoundYield 67.8%

Reagents, catalysts & solvents 1

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)Catalyst

Procedure

In 5.00 g of toluene were dissolved 1.00 g of phenol, 2.12 g of 1-ethoxy-2-methylpropene and 27 mg of a p-toluenesulfonic acid pyridinium salt, and a reaction was allowed at room temperature for 15 hours. After distilling toluene out from the reaction mixture under a reduced pressure, the concentrated residue was purified on a silica gel chromatography to give 1.40 g of 1-ethoxy-2-methylpropoxybenzene.

Workup

  1. distillationAfter distilling toluene out from the reaction mixture under a reduced pressure
  2. customthe concentrated residue was purified on a silica gel chromatography

Sources & evidence

ORD record
ord-8caf01f8ccb1430aaeb69247ff1d0851
Source dataset
uspto-grants-2008_04
Patent number
US07358030B2

Reaction notes

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