Hydrochloric Acid → 4-Methyl-3-(phenylsulfonyl)-cyclohexan-1-one

HRID 1976744Notes

Reaction equation

HRID 1976744 reaction equation
[Na+].[C:2]1([S:8]([O-:10])=[O:9])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:11][CH:12]1[CH2:17][CH2:16][C:15](=[O:18])[CH:14]=[CH:13]1.Cl>O>[CH3:11][CH:12]1[CH2:17][CH2:16][C:15](=[O:18])[CH2:14][CH:13]1[S:8]([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:10])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 2723840Benzenesulfinic acid, sodium saltHCID 109204694-Methyl-2-cyclohexenone

Product 1

HCID 223949304-Methyl-3-(phenylsulfonyl)-cyclohexan-1-oneYield 72%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Benzenesulfinic acid sodium salt (3.0 g) was added to a solution containing 1.52 g of 4-methyl-2-cyclohexen-1-one and 9 ml of water. 1N Hydrochloric acid (18 ml) was added dropwise to the resulting solution. After stirring at room temperature for 24 hours, the crystals so precipitated were filtered and washed with water, isopropanol and cold ethyl ether. After recrystallization from isopropanol, 4-methyl-3-(phenylsulfonyl)-cyclohexan-1-one was obtained in the form of white crystals. Yield: 72%

Workup

  1. customthe crystals so precipitated
  2. filtrationwere filtered
  3. washwashed with water, isopropanol and cold ethyl ether
  4. customAfter recrystallization from isopropanol

Sources & evidence

ORD record
ord-3a33e01744f9496ca61f72cead3239d8
Source dataset
uspto-grants-2001_05
Patent number
US06228893B1

Reaction notes

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