Water → HCID 86674874, compound

HRID 1509341Notes

Reaction equation

HRID 1509341 reaction equation
[C:1]([O:7][CH2:8][C:9]([F:15])([F:14])[S:10]([O-:13])(=[O:12])=[O:11])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].C([NH+](CC)CC)C.O.[Cl-].[C:25]1([I+:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(Cl)(Cl)Cl>[C:1]([O:7][CH2:8][C:9]([F:15])([F:14])[S:10]([O-:13])(=[O:11])=[O:12])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:32]1([I+:31][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

5

Reactant 3

HCID 962WaterHCID 73870Diphenyliodonium chlorideHCID 86674875HCID 86674875, compound

Product 1

HCID 86674874HCID 86674874, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

In 10 mL of chloroform, 5 g of a solid of triethylammonium 2-pivaloyloxy-1,1-difluoroethanesulfonate (equivalent to 14.4 mmol) was dissolved by stirring. The resulting solution was admixed with 15 mL of water and 4.78 g (15.1 mmol) of diphenyliodonium chloride, and then, reacted at room temperature for 3 hours. The thus-obtained reaction solution was separated into an organic layer and an aqueous layer. The organic layer was washed five times with 15 mL of water and subjected to concentration under reduced pressure. With this, 7.32 g of the target compound was obtained as a white solid (purity: 90%, yield: 90%).

Workup

  1. customreacted at room temperature for 3 hours
  2. customThe thus-obtained reaction solution
  3. customwas separated into an organic layer
  4. washThe organic layer was washed five times with 15 mL of water
  5. concentrationsubjected to concentration under reduced pressure

Sources & evidence

ORD record
ord-57474eb564e549d09a43c60a3289c9c1
Source dataset
uspto-grants-2015_12
Patent number
US09221928B2

Reaction notes

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