HCID 23132906, compound → HCID 86665358, compound

HRID 1625642Notes

Reaction equation

HRID 1625642 reaction equation
[Br-].[F:2][C:3]1[CH:8]=[CH:7][C:6]([S+:9]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1.[F:22][C:23]([F:39])([S:35]([O-:38])(=[O:37])=[O:36])[CH:24]([O:29][C:30](=[O:34])[C:31]([CH3:33])=[CH2:32])[C:25]([F:28])([F:27])[F:26].C([N+](C)(C)C)C1C=CC=CC=1>ClCCl>[F:39][C:23]([F:22])([S:35]([O-:38])(=[O:36])=[O:37])[CH:24]([O:29][C:30](=[O:34])[C:31]([CH3:33])=[CH2:32])[C:25]([F:26])([F:28])[F:27].[F:2][C:3]1[CH:8]=[CH:7][C:6]([S+:9]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 23132906HCID 23132906, compoundHCID 86665357HCID 86665357, compound

Product 1

HCID 86665358HCID 86665358, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

An amount (corresponding to 0.05 mole) of an aqueous solution of 4-fluorophenyldiphenylsulfonium bromide in Synthesis Example 1 and 22.4 g (0.05 mole) of benzyltrimethylammonium 1,1,3,3,3-pentafluoro-2-(methacryloyloxy)propane-1-sulfonate in Synthesis Example 4 were added to 200 g of dichloromethane and stirred. The organic layer was separated and washed three times with 200 g of water. A minute amount of a polymerization inhibitor was added to the organic layer, and the solvent was removed in vacuum. Diisopropyl ether was added to the residue for crystallization. Filtration and drying gave the target compound. White crystals, 27.5 g, yield 95%.

Workup

  1. customin Synthesis Example 4
  2. customThe organic layer was separated
  3. washwashed three times with 200 g of water
  4. additionA minute amount of a polymerization inhibitor was added to the organic layer
  5. customthe solvent was removed in vacuum
  6. additionDiisopropyl ether was added to the residue for crystallization
  7. filtrationFiltration
  8. customdrying
  9. customgave the target compound

Sources & evidence

ORD record
ord-ed0d19d1abe746298f68bee6ba22d808
Source dataset
uspto-grants-2014_07
Patent number
US08785105B2

Reaction notes

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