p-Toluenesulfonic acid → HCID 19047469, compound

HRID 1451330Notes

Reaction equation

HRID 1451330 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]2(O)[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10]2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 15621199HCID 15621199, compound

Product 1

HCID 19047469HCID 19047469, compoundYield 80.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of 23 g (0.095 mol) of 1-(3-methoxyphenyl)-indan-1-ol and 100 mg of p-toluene sulfonicacid was added 1 L of toluene 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) to afford 17.0 g (80.1%) of 1-(3-methoxyphenyl)-indene as a pale yellow 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)

Sources & evidence

ORD record
ord-07ddac162abd476bad437ccf31821f7c
Source dataset
uspto-grants-1997_02
Patent number
US05604224

Reaction notes

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