Water → HCID 18982371, compound

HRID 1440917Notes

Reaction equation

HRID 1440917 reaction equation
C[N+](C)(C)C.[C:6]([B-:10]([C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=1)([C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1)[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)([CH3:9])([CH3:8])[CH3:7].F[P-](F)(F)(F)(F)F.[C:42]1([CH3:68])[CH:47]=[CH:46][C:45]([S+:48]([C:61]2[CH:66]=[CH:65][C:64]([CH3:67])=[CH:63][CH:62]=2)[CH2:49][C:50]([C:52]2[CH:57]=[CH:56][C:55]([N+:58]([O-:60])=[O:59])=[CH:54][CH:53]=2)=[O:51])=[CH:44][CH:43]=1.O>CC(C)=O.C(#N)C>[C:42]1([CH3:68])[CH:43]=[CH:44][C:45]([S+:48]([C:61]2[CH:66]=[CH:65][C:64]([CH3:67])=[CH:63][CH:62]=2)[CH2:49][C:50]([C:52]2[CH:57]=[CH:56][C:55]([N+:58]([O-:60])=[O:59])=[CH:54][CH:53]=2)=[O:51])=[CH:46][CH:47]=1.[C:6]([B-:10]([C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1)([C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=1)[C:19]1[CH:20]=[CH:21][C:22]([O:25][CH3:26])=[CH:23][CH:24]=1)([CH3:9])([CH3:8])[CH3:7]

Participants

6

Reactant 3

HCID 962WaterHCID 18982352HCID 18982352, compoundHCID 18982501HCID 18982501, compound

Product 1

HCID 18982371HCID 18982371, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 6342AcetonitrileSolvent

Procedure

A solution of 4.43 g of tetramethylammonium-tert-butyl-tris(p-methoxyphenyl)borate in 50 ml of acetone was added to a solution of 5.00 g of bis(p-tolyl)(p-nitrophenacyl)sulfonium hexafluorophosphate in 100 ml of acetonitrile, and the resultant mixture was stirred at room temperature for 30 minutes. Then, 200 ml of water was added. The resultant precipitate of yellow oily component was recovered, and 100 ml of dichloromethane was added. The dichloromethane layer was washed with water, dried and concentrated to give 2.27 of bis(p-tolyl)(p-nitrophenacyl)sulfonium-tert-butyl-tris(p-methoxyphenyl)borate.

Workup

  1. customThe resultant precipitate of yellow oily component was recovered
  2. addition100 ml of dichloromethane was added
  3. washThe dichloromethane layer was washed with water
  4. customdried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-c41dc58f622d42f587cc1617b100f0fb
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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