Toluene → HCID 87403220, compound

HRID 479001Notes

Reaction equation

HRID 479001 reaction equation
C1(C)C=CC=CC=1.[CH3:8][S:9]([O:12][CH2:13][CH:14]([C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)[O:15]C1CCCCO1)(=[O:11])=[O:10].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>CO>[CH3:8][S:9]([O:12][CH2:13][C@@H:14]([C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=1)[OH:15])(=[O:10])=[O:11]

Participants

5

Reactant 3

HCID 1140TolueneHCID 521998p-Toluenesulfonic acid monohydrateHCID 18003707HCID 18003707, compound

Product 1

HCID 87403220HCID 87403220, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

Into toluene (10 ml) were added 2-(4-chlorophenyl)-2-(3,4,5,6-tetrahydro-[2H]-pyran-2-yloxy)ethyl methanesulfonate (3.0 g), p-toluenesulfonic acid monohydrate (1.7 g) and methanol (0.5 g), and the resulting mixture was stirred at 50° C. for 1 hour. The reaction mixture was washed with a saturated aqueous sodium hydrogen carbonate solution, then with a saturated aqueous sodium chloride solution, and dried with anhydrous magnesium sulfate. The desiccant was filtered off and then the solvent was distilled off under reduced pressure to obtain a colorless oily compound mentioned above (2.0 g, 89.0%).

Workup

  1. washThe reaction mixture was washed with a saturated aqueous sodium hydrogen carbonate solution
  2. dry with materialwith a saturated aqueous sodium chloride solution, and dried with anhydrous magnesium sulfate
  3. filtrationThe desiccant was filtered off
  4. distillationthe solvent was distilled off under reduced pressure
  5. customto obtain a colorless oily compound

Sources & evidence

ORD record
ord-c51a34c764384c32b7698c31222393cc
Source dataset
uspto-grants-2003_11
Patent number
US06642395B1

Reaction notes

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