p-Toluenesulfonic acid monohydrate → HCID 10571637, compound

HRID 2253960Notes

Reaction equation

HRID 2253960 reaction equation
[CH3:1][O:2][CH:3]=[CH:4][C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([CH2:13][C:14]3[N:15]=[C:16]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)[O:17][C:18]=3[CH3:19])=[CH:10][C:9]=2[CH:26]=1.[OH2:27].[C:28]1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:28][O:27][CH:3]([O:2][CH3:1])[CH2:4][C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([CH2:13][C:14]3[N:15]=[C:16]([C:20]4[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=4)[O:17][C:18]=3[CH3:19])=[CH:10][C:9]=2[CH:26]=1

Participants

4

Reactant 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 53931998HCID 53931998, compound

Product 1

HCID 10571637HCID 10571637, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 5-(2-methoxyethenyl)-2-(5-methyl-2-phenyl-4-oxazolyl)methylbenzofuran (0.69 g, 2.0 mmol) and p-toluenesulfonic acid monohydrate (40 mg, 0.21 mmol) in methanol (30 ml) was heated to reflux overnight. The solvent was removed, the residue was taken up in ethyl acetate, the solution was washed with 5% sodium bicarbonate and brine, dried over magnesium sulfate and concentrated to an oil which slowly solidified on standing (0.75 g).

Workup

  1. temperatureto reflux overnight
  2. customThe solvent was removed
  3. washthe solution was washed with 5% sodium bicarbonate and brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated to an oil which

Sources & evidence

ORD record
ord-85ce389c3d2c425fbf4585efa8f5b0f5
Source dataset
uspto-grants-1993_08
Patent number
US05232945

Reaction notes

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