Ammonia → HCID 178448398, compound

HRID 1168022Notes

Reaction equation

HRID 1168022 reaction equation
C(OP([O-])(OCC)=O)C.[C:10]([IH+:14]([C:21]([CH3:24])([CH3:23])[CH3:22])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH3:13])([CH3:12])[CH3:11].[F:25][C:26]1[C:31]([F:32])=[C:30]([F:33])[C:29]([F:34])=[C:28]([F:35])[C:27]=1[S:36]([OH:39])(=[O:38])=[O:37].N>C(Cl)Cl>[F:35][C:28]1[C:29]([F:34])=[C:30]([F:33])[C:31]([F:32])=[C:26]([F:25])[C:27]=1[S:36]([O-:39])(=[O:38])=[O:37].[C:21]([IH+:14]([C:10]([CH3:13])([CH3:12])[CH3:11])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH3:24])([CH3:23])[CH3:22]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 417247Barium pentafluorobenzenesulphonateHCID 178448396HCID 178448396, compound

Product 1

HCID 178448398HCID 178448398, compoundYield 76.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Di-tert-butylphenyliodonium diethylphosphate (546 mg; 1 mmol) and perfluorobenzenesulfonic acid (267 mg; 1.1 mmol) were dissolved in methylene chloride (10 ml), and 1% aqueous ammonia (10 ml) was added thereto. After the alkalinity of the solution was confirmed, the solution was stirred vigorously. The thus-obtained mixture was allowed to stand, and the aqueous layer was separated. The aqueous layer was washed with water successively until the aqueous layer exhibited neutral pH. The methylene chloride solution was dried, and the solvent was removed through distillation. The residue was washed in ether by stirring, to thereby precipitate 435 mg of the target compound as white crystals (yield: 68%).

Workup

  1. customthe aqueous layer was separated
  2. washThe aqueous layer was washed with water successively until the aqueous layer
  3. dry with materialThe methylene chloride solution was dried
  4. customthe solvent was removed through distillation
  5. washThe residue was washed in ether
  6. stirringby stirring

Sources & evidence

ORD record
ord-dc269752a32543edab839f5f089109d3
Source dataset
uspto-grants-2003_09
Patent number
US06620957B1

Reaction notes

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