Triphenylsulfonium chloride → HCID 23118490, compound

HRID 225405

Reaction equation

HRID 225405 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.[C:21]([O:29][CH:30]([C:38]([F:41])([F:40])[F:39])[C:31]([F:37])([F:36])[S:32]([O-:35])(=[O:34])=[O:33])(=[O:28])[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[Na+]>ClCCl>[C:21]([O:29][CH:30]([C:38]([F:40])([F:41])[F:39])[C:31]([F:36])([F:37])[S:32]([O-:35])(=[O:34])=[O:33])(=[O:28])[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1.[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

4

Reactant 2

HCID 61343Triphenylsulfonium chlorideHCID 58112889Sodium 2-benzoyloxy-1,1,3,3,3-pentafluoropropanesulfonate

Product 1

HCID 23118490HCID 23118490, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To 50 g of dichloromethane were added an amount (corresponding to 0.011 mole) of the triphenylsulfonium chloride aqueous solution of Synthesis Example 1 and 3.6 g (0.01 mole) of sodium 2-benzoyloxy-1,1,3,3,3-pentafluoro-propane-1-sulfonate synthesized in Synthesis Example 9, followed by stirring. The organic layer was separated and washed with 50 g of water three times. The organic layer was concentrated and 25 g of diethyl ether was added to the residue for crystallization. The crystals were filtered and dried, obtaining the target compound. White crystals, 4.5 g (yield 75%).

Workup

  1. customsynthesized in Synthesis Example 9
  2. customThe organic layer was separated
  3. washwashed with 50 g of water three times
  4. concentrationThe organic layer was concentrated
  5. addition25 g of diethyl ether was added to the residue for crystallization
  6. filtrationThe crystals were filtered
  7. customdried
  8. customobtaining the target compound

Sources & evidence

ORD record
ord-f9eabe6b564c4287b4b398c47b0987fc
Source dataset
uspto-grants-2009_07
Patent number
US07556909B2

Linked notes

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