Triphenylsulfonium chloride → Triphenylsulfonium hydroxycarbonyldifluoromethanesulfonate

HRID 388999

Reaction equation

HRID 388999 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-71609c6bf8684a39917da1e4d7f8d101
Source dataset
uspto-grants-2013_02
Patent number
US08378016B2

Linked notes

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