Cyclohexane → p-Toluenesulfonic acid

HRID 437863Notes

Reaction equation

HRID 437863 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.C1CCCCC1>CCOCC>[C:2]1([CH3:12])[CH:3]=[CH:4][C:5]([S:8]([OH:11])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 8078CyclohexaneHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 6101p-Toluenesulfonic acid

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

21.25 g of diethyl benzalimino-(p-nitrophenyloxysulfonyl)methyl phosphonate is dissolved in 200 ml Et2O and added over 15 min to a solution of 9.5 g of p-toluene sulfonic acid monohydrate in 150 ml Et2O. 60 ml of cyclohexane is then added and the mixture allowed to settle. The supernatant solvent is decanted and the residual oil is washed twice with a mixture of 2:1 ether cyclohexane. The residual oil is the p-toluene sulfonic acid salt of diethyl amino-(p-nitrophenyloxysulfonyl)-methyl phosphonate.

Workup

  1. customThe supernatant solvent is decanted
  2. washthe residual oil is washed twice with a mixture of 2:1 ether cyclohexane

Sources & evidence

ORD record
ord-9f0983777c9044ee84443578f2897203
Source dataset
uspto-grants-1977_06
Patent number
US04032521

Reaction notes

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