Trifluoromethanesulfonic anhydride → HCID 178506394, compound

HRID 974073Notes

Reaction equation

HRID 974073 reaction equation
[F:1][C:2]([F:15])([F:14])[S:3]([O:6]S(C(F)(F)F)(=O)=O)(=[O:5])=[O:4].[O:16]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[S:29]([C:31]([F:34])([F:33])[F:32])=O)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>ClC(Cl)(F)C(Cl)(F)F>[F:1][C:2]([F:15])([F:14])[S:3]([O-:6])(=[O:5])=[O:4].[F:32][C:31]([F:34])([F:33])[SH:29]1[C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=2[OH+:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]1=2

Participants

4

Reactant 2

HCID 67749Trifluoromethanesulfonic anhydrideHCID 19987724HCID 19987724, compound

Product 1

HCID 178506394HCID 178506394, compoundYield 26.2%

Reagents, catalysts & solvents 1

HCID 6428Cfc 113Solvent

Procedure

Trifluoromethanesulfonic anhydride 176 microliters (1.05 mmol) was added to a solution of 300 mg (1.05 mmol) of 1-phenoxy-2-(trifluoromethylsulfinyl)benzene in 8 ml of 1,1,2-trichloro-1,2,2-trifluoroetane, and the mixture was stirred for 6 days at room temperature. The reaction solution was concentrated under reduced pressure. The residue was purified by silica gel thin-layer chromatography (acetonitrile:methylene chloride=1:3) to give 115 mg (26.2%) of S-(trifluoromethyl)dibenzo -1,4-oxathiinium trifluoromethanesulfonate as white crystals. The properties of the product are shown in Table 1.

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure
  2. customThe residue was purified by silica gel thin-layer chromatography (acetonitrile:methylene chloride=1:3)

Sources & evidence

ORD record
ord-f5e1b853748842be813e61d02315dd91
Source dataset
uspto-grants-1991_11
Patent number
US05066795

Reaction notes

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