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

HRID 1175053Notes

Reaction equation

HRID 1175053 reaction equation
[C:1]1([S:7]([O-:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Na+].[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:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:9])=[O:8]

Participants

5

Reactant 3

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

Product 1

HCID 223949304-Methyl-3-(phenylsulfonyl)-cyclohexan-1-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Sodium benzenesulfinate (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 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 ether
  4. customAfter recrystallization from isopropanol

Sources & evidence

ORD record
ord-65b0b819d5e94d99808b5516f75d6b25
Source dataset
uspto-grants-2010_11
Patent number
US07838565B2

Reaction notes

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