Hydrogen Peroxide → HCID 54731871, compound

HRID 1579593Notes

Reaction equation

HRID 1579593 reaction equation
[CH:1]1([CH2:7][S:8][C:9]2[C:10](=[O:17])[O:11][C:12]([CH3:16])=[CH:13][C:14]=2[OH:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH:18]O>C(O)(=O)C>[CH:1]1([CH2:7][S:8]([C:9]2[C:10](=[O:17])[O:11][C:12]([CH3:16])=[CH:13][C:14]=2[OH:15])=[O:18])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 2

HCID 784Hydrogen PeroxideHCID 54736928HCID 54736928, compound

Product 1

HCID 54731871HCID 54731871, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution, consisting of 6.00 g. (0.0236 mole) of 3-cyclohexylmethylthio-4-hydroxy-6-methyl-2-pyrone and 2.67 g. (0.0236 mole) of 30% hydrogen peroxide in 30 ml. of glacial acetic acid, was allowed to stand at room temperature for 26 hours, after which period of time it was poured into ice water, giving a white solid precipitate, which was collected on a filter and dried in vacuo over calcium chloride. The crude product weighed 5.8 g. (91 percent) and melted at 132.5°-133.5°C. Recrystallization from ethanol gave the pure 3-cyclohexylmethylsulfinyl-4-hydroxy-6-methyl-2-pyrone as white needles, m.p. 137°-138°C.

Workup

  1. customgiving a white solid precipitate, which
  2. customwas collected on
  3. filtrationa filter
  4. dry with materialdried in vacuo over calcium chloride
  5. customRecrystallization from ethanol

Sources & evidence

ORD record
ord-367d5208d5dc49218268e77bc9fd3db1
Source dataset
uspto-grants-1976_01
Patent number
US03931235

Reaction notes

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