Triphenylsulfonium chloride → Triphenylsulfonium hydroxycarbonyldifluoromethanesulfonate

HRID 2080349Notes

Reaction equation

HRID 2080349 reaction equation
[Cl-].[C:2]1([S+:8]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:21][C:22]([F:30])([S:26]([OH:29])(=[O:28])=[O:27])[C:23]([O-:25])=[O:24].[Na+]>>[OH:25][C:23]([C:22]([F:30])([F:21])[S:26]([O-:29])(=[O:28])=[O:27])=[O:24].[C:15]1([S+:8]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 61343Triphenylsulfonium chlorideHCID 86607434Sodium difluorosulfoacetate

Product 1

HCID 86613393Triphenylsulfonium hydroxycarbonyldifluoromethanesulfonate

Procedure

Into 2036 parts of 11.2% aqueous triphenylsulfonium chloride solution, 859 parts of 17.6% aqueous sodium difluorosulfoacetate solution was added and the resultant mixture was stirred at 25° C. for about 20 hours. The mixture was filtered to obtain white solid and white solid obtained was washed with 150 parts of ion-exchanged water. 506 Parts of tert-butyl methyl ether was added to white solid obtained. The resultant mixture was stirred and filtered to obtain solid. The solid obtained was dried to obtain 246.9 parts of triphenylsulfonium hydroxycarbonyldifluoromethanesulfonate, which is called as TPS-1.

Workup

  1. filtrationThe mixture was filtered
  2. customto obtain white solid and white solid
  3. customobtained
  4. washwas washed with 150 parts of ion-exchanged water
  5. addition506 Parts of tert-butyl methyl ether was added to white solid
  6. customobtained
  7. filtrationfiltered
  8. customto obtain solid
  9. customThe solid obtained
  10. customwas dried

Sources & evidence

ORD record
ord-6f0894cc11c94e068617ca9f1fd40f49
Source dataset
uspto-grants-2011_04
Patent number
US07932334B2

Reaction notes

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