Potassium peroxymonosulphate → HCID 21269499, compound

HRID 1194302Notes

Reaction equation

HRID 1194302 reaction equation
[P:1]([O:9][C:10]1[CH2:16][S:15][CH2:14][CH2:13][S:12][CH:11]=1)([O:6][CH2:7][CH3:8])([O:3][CH2:4][CH3:5])=[O:2].S([O-])(O[O-])(=O)=[O:18].[K+].[K+]>O.CO>[P:1]([O:9][C:10]1[CH2:16][S:15](=[O:18])[CH2:14][CH2:13][S:12][CH:11]=1)([O:6][CH2:7][CH3:8])([O:3][CH2:4][CH3:5])=[O:2]

Participants

5

Reactant 2

HCID 10313463Potassium peroxymonosulphateHCID 21269501HCID 21269501, compound

Product 1

HCID 21269499HCID 21269499, compoundYield 85.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of 1.9 g (0.0035 mole) of diethyl 1,4-dithiacyclohept-5-en-6-yl phosphate (Example 17) in a mixture of 10 ml of water and 20 ml of methanol was added portionwise 1.2 g (0.0039 mole) of potassium peroxymonosulfate. During the addition the solution was maintained at 0° C. The mixture was stirred for ten minutes after completion of addition. The reaction mixture was poured into 50 ml of water and was extracted twice with 50 ml of methylene chloride. The combined extracts were dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was combined with a similar residue from a previous experiment and was subjected to column chromatography on silica gel using acetone as eluant. Evaporation of the solvent yielded 0.90 g of diethyl 1-oxo-1,4-dithiacyclohept-5-en-6-yl phosphate.

Workup

  1. additionDuring the addition the solution
  2. additionafter completion of addition
  3. extractionwas extracted twice with 50 ml of methylene chloride
  4. dry with materialThe combined extracts were dried over anhydrous magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customEvaporation of the solvent

Sources & evidence

ORD record
ord-55b23acdfcb44086a7459b57e0689154
Source dataset
uspto-grants-1989_03
Patent number
US04814325

Reaction notes

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