p-Toluenesulfonic acid → HCID 19047562, compound

HRID 865962Notes

Reaction equation

HRID 865962 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][CH2:6][C:7]2([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:13]1([CH:7]2[C:8]3[C:4](=[C:3]([O:2][CH3:1])[CH:11]=[CH:10][CH:9]=3)[CH:5]=[CH:6]2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 19047579HCID 19047579, compound

Product 1

HCID 19047562HCID 19047562, compoundYield 66.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 1 L of toluene was added 14 g (0.058 mol) of 4-methoxy-1-phenyl-indan-1-ol and 100 mg of p-toluenesulfonic acid and the mixture was placed on a Rotovap® and the solvent was distilled in vacuo (40 mm) until an oil residue was obtained. The oil was chromatographed (silica, 1:1 hexane/methylene chloride followed by ether) to afford 8.6 g (60.2%) of 1-phenyl-4-methoxy-indene as a pale red oil.

Workup

  1. distillationthe solvent was distilled in vacuo (40 mm) until an oil residue
  2. customwas obtained
  3. customThe oil was chromatographed (silica, 1:1 hexane/methylene chloride followed by ether)

Sources & evidence

ORD record
ord-dff4b0bc798b4606af941aa4a12651c1
Source dataset
uspto-grants-1996_10
Patent number
US05569655

Reaction notes

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