Dimethyl Sulfoxide → HCID 53725896, compound

HRID 851816Notes

Reaction equation

HRID 851816 reaction equation
[CH3:1][CH:2]([CH2:17]S(C1C=CC=CC=1)(=O)=O)[CH2:3][CH:4]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][C:5]1=O.[OH-].[K+].O.CS(C)=O>C1(C)C=CC=CC=1>[CH3:17][CH:2]1[CH2:3][C:4]2[C:5]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=2)=[CH:1]1

Participants

6

Reactant 4

HCID 679Dimethyl SulfoxideHCID 962WaterHCID 14797Potassium HydroxideHCID 20501202HCID 20501202, compound

Product 1

HCID 53725896HCID 53725896, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

11.35 g (0.03 mole) of 2-(2-methyl-3-phenylsulfonyl-prop-1-yl)-cyclododecanone and 11.0 g (0.197 mole) of powdered KOH in 30 ml of toluene were first heated to reflux during 30 min., in a reaction vessel fitted with a water separator. After addition of 6 ml of DMSO, the reaction mixture was further heated at 110°, for 12 hours. After the treatments of extraction, washing, drying and distillation (0.05 Torr--bath temperature: 150°) described in Example 1, there were isolated 5.61 g (86% yield) of the desired compound.

Workup

  1. temperatureto reflux during 30 min., in a reaction vessel
  2. temperaturethe reaction mixture was further heated at 110°, for 12 hours
  3. extractionAfter the treatments of extraction
  4. washwashing
  5. customdrying
  6. distillationdistillation (0.05 Torr--bath temperature: 150°)

Sources & evidence

ORD record
ord-23cb800d0a874dc292616aca08b56045
Source dataset
uspto-grants-1983_05
Patent number
US04386220

Reaction notes

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