Hydrogen Peroxide → 65973-24-2

HRID 1290448Notes

Reaction equation

HRID 1290448 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][S:8][CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[OH:11]O>C(O)(=O)C>[O:4]1[C:5]2([CH2:10][CH2:9][S:8](=[O:11])[CH2:7][CH2:6]2)[O:1][CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 123359781,4-Dioxa-8-thiaspiro(4.5)decane

Product 1

HCID 1327378265973-24-2

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A room temperature mixture of 13.8 g of product from Example 392 dissolved in 100 ml of acetic acid is treated, dropwise over 20 minutes, with 9.0 ml of 30% hydrogen peroxide. The reaction mixture is stirred at room temperature for 1 hour, concentrated in vacuo at 50° C., and extracted with ethyl acetate. The organic layer is washed 2× with saturated sodium bicarbonate, water and saturated sodium chloride, dried and concentrated in vacuo. The aqueous washes are combined and concentrated in vacuo to about 25 ml. The residue is saturated with solid potassium carbonate and extracted 2× with 200 ml of ethyl acetate. The organic phase is concentrated in vacuo to a solid which is triturated with hexane and collected to give 13.1 g of the desired product.

Workup

  1. concentrationconcentrated in vacuo at 50° C.
  2. extractionextracted with ethyl acetate
  3. washThe organic layer is washed 2× with saturated sodium bicarbonate, water and saturated sodium chloride
  4. customdried
  5. concentrationconcentrated in vacuo
  6. concentrationconcentrated in vacuo to about 25 ml
  7. extractionextracted 2× with 200 ml of ethyl acetate
  8. concentrationThe organic phase is concentrated in vacuo to a solid which
  9. customis triturated with hexane
  10. customcollected

Sources & evidence

ORD record
ord-78f0c7a9ea9e4c4a93abf5a8515edee3
Source dataset
uspto-grants-1998_05
Patent number
US05750735

Reaction notes

Loading…