Hydrogen Peroxide → HCID 21427688, compound
Reaction equation
[OH:1]O.[CH:3]([S:6][CH:7]1[CH2:12][CH:11]([CH3:13])[CH2:10][CH2:9][CH:8]1[CH3:14])([CH3:5])[CH3:4]>C(O)(=O)C>[CH:3]([S:6]([CH:7]1[CH2:12][CH:11]([CH3:13])[CH2:10][CH2:9][CH:8]1[CH3:14])=[O:1])([CH3:5])[CH3:4]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Hydrogen peroxide (2.1 ml. of 30%, 18.3 mmoles) in glacial acetic acid (15 ml.) was added dropwise to a stirred solution of 2,5-dimethylcyclohexyl isopropyl sulphide, prepared as in Part A above (3.4 g., 18.3 mmoles) in glacial acetic acid (25 ml.). Heat was evolved initially and the resulting solution was stirred overnight at room temperature. The reaction mixture was poured into ferrous sulphate solution (800 ml.) and extracted with ether three times. The combined extracts were washed twice with N NaOH solution, water, and then dried (MgSO4). Removal of the solvent left a colourless oil (3.6 g.) which was purified by column chromatography, on silica gel eluting with CHCl3, (the product has a t.l.c. Rf 0.2 on silica gel, eluting with CHCl3) to yield 2,5-dimethylcyclohexyl isopropyl sulphoxide. (Found: C, 65.1; H, 10.8. C11H22OS requires C, 65.3; H, 10.9%) as a viscous oil which shows a strong S=O stretching frequency at 9.5-9.9 microns in the I.R.
Workup
- temperatureHeat
- extractionextracted with ether three times
- washThe combined extracts were washed twice with N NaOH solution, water
- dry with materialdried (MgSO4)
- customRemoval of the solvent
- waitleft a colourless oil (3.6 g.) which
- customwas purified by column chromatography, on silica gel eluting with CHCl3
- washRf 0.2 on silica gel, eluting with CHCl3)
Sources & evidence
- ORD record
- ord-970debe2b2e044e1a01de7b575b07de2
- Source dataset
- uspto-grants-1977_06
- Patent number
- US04032661
Reaction notes
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