Potassium Carbonate → (4-Hydroxyphenyl)(dimethyl)sulfanium methyl sulfate

HRID 2082202Notes

Reaction equation

HRID 2082202 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][S:9]([O-:12])(=[O:11])=[O:10].[C:13](=[O:29])([O:19][C:20]1[CH:25]=[CH:24][C:23]([S+:26]([CH3:28])[CH3:27])=[CH:22][CH:21]=1)[O:14][C:15]([CH3:18])(C)C.[CH3:30][S+:31]([CH3:39])[C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=1.[CH3:40][O:41][S:42]([O-:45])(=[O:44])=[O:43]>>[CH3:7][O:8][S:9]([O-:12])(=[O:11])=[O:10].[C:13](=[O:29])([O:19][C:20]1[CH:21]=[CH:22][C:23]([S+:26]([CH3:27])[CH3:28])=[CH:24][CH:25]=1)[O:14][CH2:15][CH2:18][CH2:32][CH3:33].[CH3:30][S+:31]([CH3:39])[C:32]1[CH:37]=[CH:36][C:35]([OH:38])=[CH:34][CH:33]=1.[CH3:40][O:41][S:42]([O-:45])(=[O:44])=[O:43]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 19760097HCID 19760097, compoundHCID 21915988(4-Hydroxyphenyl)(dimethyl)sulfanium methyl sulfate

Product 2

HCID 21915988(4-Hydroxyphenyl)(dimethyl)sulfanium methyl sulfateHCID 131717130HCID 131717130, compound

Procedure

The procedure of Example 7 was repeated with the exception that potassium carbonate was not used. The amount of the sulfonuim compound obtained was 2.99 g. An NMR analysis showed that the sulfonuim compound was a 33: 67 (mol/mol) mixture of tert-butyl p-dimethylsulfoniophenyl carbonate methylsulfate and p-dimethylsulfoniophenol methylsulfate. The yields of butyl p-dimethylsulfoniophenyl carbonate methylsulfate and p-dimethylsulfoniophenol methylsulfate were 33% and 67%, respectively.

Workup

  1. customThe amount of the sulfonuim compound obtained

Sources & evidence

ORD record
ord-cabb7ceeba6240c598416b0e564cd109
Source dataset
uspto-grants-1993_02
Patent number
US05187311

Reaction notes

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