p-Toluenesulfonic acid monohydrate → HCID 16216560, compound

HRID 742444Notes

Reaction equation

HRID 742444 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][CH2:8][C:9]2([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)O)=[CH:5][CH:4]=1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:13]1([CH:9]2[C:10]3[C:6](=[CH:5][CH:4]=[C:3]([O:2][CH3:1])[CH:11]=3)[CH:7]=[CH:8]2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 18518366HCID 18518366, compound

Product 1

HCID 16216560HCID 16216560, compoundYield 60.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 1.5 L of toluene was added 32 g (0.133 mol) of 6-methoxy-1-phenyl-indan-1-ol and 100 mg of p-toluenesulfonic acid monohydrate and the mixture was placed on a Rotovap and the solvent was distilled in vacuo (40 mm) until a brown oil residue was obtained. The brown oil was chromatographed (silica, 1:1 hexane/methylene chloride) to afford 17.47 g (60.2%) of 1-phenyl-6-methoxy-indene as a pale yellow oil.

Workup

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

Sources & evidence

ORD record
ord-51da77233503459e912bac8668bd2734
Source dataset
uspto-grants-1996_09
Patent number
US05554620

Reaction notes

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