Triphenylsulfonium chloride → HCID 86700530, compound

HRID 625190Notes

Reaction equation

HRID 625190 reaction equation
[CH3:1][O:2][C:3]([CH:5]1[CH2:9][CH:8]([C:10]([O:12][CH3:13])=[O:11])[CH2:7][CH:6]1[C:14]([F:23])([F:22])[C:15]([F:21])([F:20])[S:16]([O-:19])(=[O:18])=[O:17])=[O:4].[Na+].[Cl-].[C:26]1([S+:32]([C:39]2[CH:44]=[CH:43][CH:42]=[CH:41][CH:40]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[CH3:1][O:2][C:3]([CH:5]1[CH2:9][CH:8]([C:10]([O:12][CH3:13])=[O:11])[CH2:7][CH:6]1[C:14]([F:23])([F:22])[C:15]([F:20])([F:21])[S:16]([O-:19])(=[O:18])=[O:17])=[O:4].[C:39]1([S+:32]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)[C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:40]=[CH:41][CH:42]=[CH:43][CH:44]=1

Participants

3

Reactant 2

HCID 61343Triphenylsulfonium chlorideHCID 86700528HCID 86700528, compound

Product 1

HCID 86700530HCID 86700530, compound

Procedure

Into a glass flask equipped with a thermometer and a capacitor were charged the aqueous solution of sodium 2-(2,4-bis(methoxycarbonyl)cyclopentyl)-1,1,2,2-tetrafluoroethanesulfonate obtained as described above, and 1.31 g (4.38 mmol) of triphenylsulfonium chloride, and the mixture was stirred at room temperature for 6 hrs. Thereafter, the reaction liquid was extracted with 30 mL of dichloromethane three times, and the resultant organic layer was washed with 100 mL of water six times. Distillation of dichloromethane in vacuo gave 1.51 g of triphenylsulfonium 2-(2,4-bis(methoxycarbonyl)cyclopentyl)-1,1,2,2-tetrafluoroethanesulfonate (compound (A-1)) represented by the following formula (A-1).

Workup

  1. customInto a glass flask equipped with a thermometer
  2. customobtained
  3. customThereafter, the reaction liquid
  4. extractionwas extracted with 30 mL of dichloromethane three times
  5. washthe resultant organic layer was washed with 100 mL of water six times
  6. distillationDistillation of dichloromethane in vacuo

Sources & evidence

ORD record
ord-a533803d55584ada89bfccb35e71d4e0
Source dataset
uspto-grants-2016_04
Patent number
US09304393B2

Reaction notes

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