Triphenylsulfonium chloride → HCID 86638824, compound

HRID 1640091Notes

Reaction equation

HRID 1640091 reaction equation
[F:1][C:2]([F:15])([S:11]([O-:14])(=[O:13])=[O:12])[CH2:3][O:4][C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9].[Na+].[Cl-].[C:18]1([S+:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O>[F:15][C:2]([F:1])([S:11]([O-:14])(=[O:13])=[O:12])[CH2:3][O:4][C:5](=[O:10])[CH2:6][CH2:7][CH2:8][CH3:9].[C:31]1([S+:24]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

4

Reactant 2

HCID 61343Triphenylsulfonium chloride2×HCID 59185162HCID 59185162, compound

Product 1

HCID 86638824HCID 86638824, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 100 mL reactor was charged with 3.0 g (26% purity, 2.9 millimoles) of sodium 1,1-difluoro-2-(valeryloxy)ethanesulfonate obtained in Example 5-3 and 30 g of water, followed by adding dropwise an aqueous solution of triphenylsulfonium chloride [17.8 g (5.2 millimoles/1.8 equivalents) of triphenylsulfonium chloride and 16.2 g of water] at room temperature, followed by stirring at room temperature for 1.5 hours. Then, extraction was conducted by adding 30 mL of chloroform. The obtained organic layer was rinsed two times with water, followed by distilling a solvent off, thereby obtaining 0.96 g of the target triphenylsulfonium 1,1-difluoro-2-(valeryloxy)ethanesulfonate.

Workup

  1. extractionThen, extraction
  2. additionby adding 30 mL of chloroform
  3. washThe obtained organic layer was rinsed two times with water
  4. distillationby distilling a solvent off,

Sources & evidence

ORD record
ord-ebf383a0bc364506887e5d68a3af94c0
Source dataset
uspto-grants-2012_02
Patent number
US08110711B2

Reaction notes

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