Water → HCID 23034947, compound

HRID 1172029Notes

Reaction equation

HRID 1172029 reaction equation
FC(F)(F)S([O-])(=O)=O.[C:9]1([S+:15]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:16]2[CH:25]=[C:24]3[C:19]([CH:20]=[CH:21][C:22](=[O:26])[O:23]3)=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[F:33][P-:34]([F:39])([F:38])([F:37])([F:36])[F:35].[K+].O>ClCCl>[F:33][P-:34]([F:39])([F:38])([F:37])([F:36])[F:35].[C:27]1([S+:15]([C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:16]2[CH:25]=[C:24]3[C:19]([CH:20]=[CH:21][C:22](=[O:26])[O:23]3)=[CH:18][CH:17]=2)[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

5

Reactant 3

HCID 962Water2×HCID 23054154HCID 23054154, compoundHCID 23688904Potassium hexafluorophosphate2×

Product 1

HCID 23034947HCID 23034947, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 200 ml of dichloromethane was dissolved 24.0 g (0.05 mol) of (coumarin-7-yl)diphenylsulfonium trifluoromethanesulfonate obtained in Example 1, and 18.4 g (0.1 mol) of potassium hexafluorophosphate and 200 ml of water was added thereto, followed by stirring at room temperature for 2 hours. Then, the solution was fractionated and 9.2 g (0.05 mol) of potassium hexafluorophosphate and 100 ml of water were further added to the obtained dichloromethane layer, followed by stirring at room temperature for 2 hours, and then fractionating the solution. The obtained dichloromethane layer was washed with 200 ml of water and concentrated to dryness under reduced pressure to obtain 23.8 g of objective substance as pale yellow glassy substance (yield: 98%).

Workup

  1. additionwas added
  2. stirringby stirring at room temperature for 2 hours
  3. washThe obtained dichloromethane layer was washed with 200 ml of water
  4. concentrationconcentrated to dryness under reduced pressure
  5. customto obtain 23.8 g of objective substance as pale yellow glassy substance (yield: 98%)

Sources & evidence

ORD record
ord-acd7aabdaa2f4af7b130628aa4a93c51
Source dataset
uspto-grants-2010_11
Patent number
US07833691B2

Reaction notes

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