Hydrochloric Acid → HCID 21999124, compound

HRID 1375128Notes

Reaction equation

HRID 1375128 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][C:12]1[C:13](=[O:18])[CH2:14][CH2:15][CH2:16][CH:17]=1.Cl>O>[CH3:11][CH:12]1[CH:17]([S:8]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)(=[O:10])=[O:9])[CH2:16][CH2:15][CH2:14][C:13]1=[O:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1368872-Cyclohexen-1-one, 2-methyl-HCID 2723840Benzenesulfinic acid, sodium salt

Product 1

HCID 21999124HCID 21999124, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Benzenesulfinic acid sodium salt (2.9 g) was added to a solution containing 1.5 g of 2-methyl-2-cyclohexen-1-one and 8 ml of water. Then 16 ml of 1N hydrochloric acid was added dropwise to the resulting mixture. The reaction mixture was stirred at room temperature for 24 hours. The crystals so precipitated were filtered and then, washed with water, isopropanol and cold ethyl ether. After recrystallization from isopropanol, 2-methyl-3-(phenylsulfonyl)-cyclohexan-1-one was obtained in the form of white crystals. Yield: 93%, TLC: (hexane-AcOEt: 6-4) Rf=0.25

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-9391b008178342d587ab776121597824
Source dataset
uspto-grants-2007_01
Patent number
US07166642B1

Reaction notes

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