p-Toluenesulfonic acid monohydrate → p-Toluenesulfonic acid

HRID 329541Notes

Reaction equation

HRID 329541 reaction equation
O.[C:2]1([CH3:12])[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1>CC(C)=O>[CH3:12][C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 6101p-Toluenesulfonic acidYield 239.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In 130 ml of acetone was dissolved 3.9125 g of Compound (21) obtained in Reference Example 21. To the solution was added, under ice-cooling, 1.482 g of p-toluenesulfonic acid monohydrate, followed by stirring at room temperature for one hour. The reaction mixture was concentrated under reduced pressure. To the residue was added 150 ml of ether to cause crystallization. Resulting crystals were collected by filtration and washed with 50 ml of ether to thereby obtain 3.211 g of p-toluene sulfonate of (3R,4R)-3-amino-4-tritylthio-2-azetidinone as white crystals.

Workup

  1. customobtained in Reference Example 21
  2. additionTo the solution was added, under ice-
  3. temperaturecooling
  4. concentrationThe reaction mixture was concentrated under reduced pressure
  5. additionTo the residue was added 150 ml of ether
  6. customcrystallization
  7. customResulting crystals
  8. filtrationwere collected by filtration
  9. washwashed with 50 ml of ether

Sources & evidence

ORD record
ord-65ef202c99524ee49d9ac5f9f6d78f6d
Source dataset
uspto-grants-1990_01
Patent number
US04891427

Reaction notes

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