p-Toluenesulfonic acid → HCID 23006387, compound

HRID 1648421Notes

Reaction equation

HRID 1648421 reaction equation
O1CCCCC1[O:7][CH:8]([C:10]#[C:11][C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)[CH3:9].C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[OH:7][CH:8]([C:10]#[C:11][C:12]1[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=1)[CH3:9]

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 11430Potassium CarbonateHCID 53639828HCID 53639828, compound

Product 1

HCID 23006387HCID 23006387, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product prepared in step (c) above (0.05 mol) and p-toluenesulphonic acid (1 g) dissolved in ethanol (50 ml) is refluxed for 3 hours. After cooling, 2 to 3 g potassium carbonate is added and the mixture is filtered. The ethanol is removed in vacuo and the residue is taken up in ether/water (40 ml/10 ml). The ether layer is washed, dried and the ether is removed in vacuo. The residue is distilled to afford the title compound in almost quantitative yield.

Workup

  1. temperatureis refluxed for 3 hours
  2. temperatureAfter cooling
  3. filtrationthe mixture is filtered
  4. customThe ethanol is removed in vacuo
  5. washThe ether layer is washed
  6. customdried
  7. customthe ether is removed in vacuo
  8. distillationThe residue is distilled

Sources & evidence

ORD record
ord-33681ea00989470da1d814603b1a37ab
Source dataset
uspto-grants-1995_07
Patent number
US05436273

Reaction notes

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