Triphenylsulfonium chloride → HCID 131735527, compound

HRID 522346Notes

Reaction equation

HRID 522346 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1([C:10]([O-:12])=[O:11])[CH2:8][CH:7]2[CH2:9][CH:4]1[CH:5]=[CH:6]2.[Na+].[Cl-].[C:17]1([S+:23]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C(Cl)Cl>[F:1][C:2]([F:13])([F:14])[C:3]1([C:10]([O-:12])=[O:11])[CH2:8][CH:7]2[CH2:9][CH:4]1[CH:5]=[CH:6]2.[C:30]1([S+:23]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

4

Reactant 2

HCID 61343Triphenylsulfonium chlorideHCID 118222600HCID 118222600, compound

Product 1

HCID 131735527HCID 131735527, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Sodium carboxylate (21) obtained in (Synthesis Example 1-1-2) was dissolved in 20 g of methylene chloride, 40 g of an aqueous solution of triphenylsulfonium chloride (22) was added to the solution and the resulting mixture was stirred for 30 minutes. The organic layer was separated, the aqueous layer was extracted with CH2Cl2, and the combined organic layers were washed three times with H2O. The solvent was distilled off under reduced pressure to obtain 4.6 g of the objective material, onium salt (Q-1) (Yield: 40%).

Workup

  1. customThe organic layer was separated
  2. extractionthe aqueous layer was extracted with CH2Cl2
  3. washthe combined organic layers were washed three times with H2O
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-90ab905695ab49138ad385027ad5ed4f
Source dataset
uspto-grants-2016_05
Patent number
US09329476B2

Reaction notes

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