Water → HCID 22173453, compound

HRID 1006083Notes

Reaction equation

HRID 1006083 reaction equation
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4](S(O)(=O)=O)=[CH:3][CH:2]=1.O>C1(C)C=CC=CC=1>[CH3:5][C:4]1[CH2:11][C:1]2[C:6]([CH:3]=1)=[CH:5][CH:4]=[CH:3][C:2]=2[C:3]1[CH:4]=[CH:5][C:6]2[C:1](=[CH:11][CH:2]=[CH:1][CH:6]=2)[CH:2]=1

Participants

4

Reactant 2

HCID 962WaterHCID 6101p-Toluenesulfonic acid

Product 1

HCID 22173453HCID 22173453, compoundYield 2,472.1%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The crude product was taken up in 500 cm3 of toluene, admixed with 1.5 g of p-toluenesulfonic acid and heated under reflux for 2 hours with a water separator. The reaction mixture was washed 3 times with 50 cm3 of saturated aqueous NaHCO3 solution and the solvent was removed under reduced pressure. Filtration through 200 g of silica gel (hexane/methylene chloride) gave 18.4 g (72%) of 17 as a colorless oil.

Workup

  1. temperatureheated
  2. washThe reaction mixture was washed 3 times with 50 cm3 of saturated aqueous NaHCO3 solution
  3. customthe solvent was removed under reduced pressure
  4. filtrationFiltration through 200 g of silica gel (hexane/methylene chloride)

Sources & evidence

ORD record
ord-886d1ba60e8246e394249d247afb20f0
Source dataset
uspto-grants-2004_09
Patent number
US06787618B1

Reaction notes

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