Methanesulfonic Acid → HCID 20458166, compound

HRID 544532Notes

Reaction equation

HRID 544532 reaction equation
[CH3:1][S:2]([OH:5])(=[O:4])=[O:3].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([S:14]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=O)=[CH:10][CH:9]=1>C1(OC)C=CC=CC=1>[CH3:1][S:2]([O-:5])(=[O:4])=[O:3].[CH3:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([S+:14]([C:11]2[CH:12]=[CH:13][C:8]([O:7][CH3:6])=[CH:9][CH:10]=2)[C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 6395Methanesulfonic AcidHCID 238614Bis(4-methoxyphenyl) sulfoxide

Product 1

HCID 20458166HCID 20458166, compoundYield 227.1%

Reagents, catalysts & solvents 1

HCID 7519AnisoleSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 192.22 g of methane sulfonic acid, 54.46 g of bis-(4-methoxyphenyl)sulfoxide and 500 ml of anisole was heated at 80° C. for 22 hours. The mixture was poured into 1000 g of ice water and extracted three times with 500-ml portions of ether. The aqueous phase was neutralized with 50 percent aqueous sodium hydroxide and extracted five times with 500-ml portions of chloroform. The combined chloroform phases were dried with magnesium sulfate and the chloroform was removed on a rotary evaporator to give 105.76 g of tris-(4-methoxyphenyl)sulfonium methane sulfonate with residual chloroform of solvation.

Workup

  1. extractionextracted three times with 500-ml portions of ether
  2. extractionextracted five times with 500-ml portions of chloroform
  3. dry with materialThe combined chloroform phases were dried with magnesium sulfate
  4. customthe chloroform was removed on a rotary evaporator

Sources & evidence

ORD record
ord-afed88e7d140462194c835e914a9f4d5
Source dataset
uspto-grants-1984_05
Patent number
US04451408

Reaction notes

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