p-Toluenesulfonic acid → HCID 19047483, compound

HRID 1451334Notes

Reaction equation

HRID 1451334 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]2(O)[C:14]3[O:13][CH:12]=[CH:11][C:10]=3[CH2:9][CH2:8][CH2:7]2)=[CH:2]1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[O:1]1[CH:5]=[CH:4][C:3]([C:6]2[C:14]3[O:13][CH:12]=[CH:11][C:10]=3[CH2:9][CH2:8][CH:7]=2)=[CH:2]1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 19047456HCID 19047456, compound

Product 1

HCID 19047483HCID 19047483, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of 16.3 g of the above alcohol in 400 ml of toluene was added 100 mg of p-toluenesulfonic acid and the mixture was placed on a Rotovap® and the solvent was distilled in vacuo (40 mm/50° C.) until a brown-red residue was obtained yielding 14.3 g (96%) of 4,5-dihydro-7-(3-furyl)-benzofuran as a red oil.

Workup

  1. distillationthe solvent was distilled in vacuo (40 mm/50° C.) until a brown-red residue
  2. customwas obtained

Sources & evidence

ORD record
ord-22253f336f0e4c8fa2571dbd47176568
Source dataset
uspto-grants-1997_02
Patent number
US05604224

Reaction notes

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