Methanesulfonic Acid → Tris-(4-t-butylphenyl)sulfonium methane sulfonate

HRID 544535Notes

Reaction equation

[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S:11]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:15][CH:14]=2)=O)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[C:23]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([CH3:26])([CH3:25])[CH3:24].[CH3:33][S:34]([OH:37])(=[O:36])=[O:35]>O>[CH3:33][S:34]([O-:37])(=[O:36])=[O:35].[C:1]([C:5]1[CH:10]=[CH:9][C:8]([S+:11]([C:30]2[CH:31]=[CH:32][C:27]([C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:28][CH:29]=2)[C:13]2[CH:18]=[CH:17][C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:15][CH:14]=2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

Conditions

Temperature: 100 °C

Procedure

A mixture of 3 g of bis-(4-t-butylphenyl)sulfoxide, 30 ml of t-butylbenzene and 9.17 g of methane sulfonic acid was heated at 100° C. for 24 hours. The mixture was poured into 100 ml of water and extracted with four 50-ml portions of ether followed by five 50-ml portions of chloroform. The chloroform extracts were dried and the chloroform removed on a rotary evaporator to give 1.03 g of tris-(4-t-butylphenyl)sulfonium methane sulfonate (20.6 percent yield).

Workup

extractionextracted with four 50-ml portions of ether
dry with materialThe chloroform extracts were dried
customthe chloroform removed on a rotary evaporator

Sources & evidence

ORD record: ord-5f7d19cb3e9c45f0b38fc3c5cf06d2a3
Source dataset: uspto-grants-1984_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04451408

Reaction notes

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