Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 22316930, compound

HRID 497209Notes

Reaction equation

HRID 497209 reaction equation
[O:1]1[C:5]([C:6]2[CH:11]=[CH:10][C:9]([C:12]3([CH3:17])OCC[O:13]3)=[CH:8][CH:7]=2)=[CH:4][N:3]=[CH:2]1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>CC(C)=O.O>[O:1]1[C:5]([C:6]2[CH:7]=[CH:8][C:9]([C:12](=[O:13])[CH3:17])=[CH:10][CH:11]=2)=[CH:4][N:3]=[CH:2]1

Participants

5

Reactant 2

HCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 223167142-[4-(5-Oxazolyl)phenyl]-2-methyl-1,3-dioxolane

Product 1

HCID 22316930HCID 22316930, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

To a stirred solution of 2-[4-(5-oxazolyl)phenyl]-2-methyl-1,3-dioxolane (711 mg, 3.08 mmol) in acetone (18 ml) and water (2.8 ml) was added pyridinium p-toluenesulfonate (116 mg, 0.46 mmol), and the mixture was heated at reflux temperature for 8 hours. The mixture was cooled down to room temperature, and concentrated in vacuo. The residue was dissolved in diethylether and washed with saturated NaHCO3 aqueous solution, brine, dried over MgSO4, and concentrated in vacuo. The compound was used for next reaction without purification.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux temperature for 8 hours
  3. concentrationconcentrated in vacuo
  4. dissolutionThe residue was dissolved in diethylether
  5. washwashed with saturated NaHCO3 aqueous solution, brine
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated in vacuo
  8. customThe compound was used for next reaction without purification

Sources & evidence

ORD record
ord-5b202c1ba2df496e8cab35e55aea80ad
Source dataset
uspto-grants-2005_09
Patent number
US06949536B2

Reaction notes

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