Water → HCID 88398090, compound

HRID 1440929Notes

Reaction equation

HRID 1440929 reaction equation
[C:1]1([CH:7]=[CH:8][B-:9]([C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].F[P-](F)(F)(F)(F)F.[Cl:39][C:40]1[CH:45]=[CH:44][C:43]([S+:46]([C:55]2[CH:60]=[CH:59][C:58]([Cl:61])=[CH:57][CH:56]=2)[CH2:47][C:48]2[CH:53]=[CH:52][C:51]([Br:54])=[CH:50][CH:49]=2)=[CH:42][CH:41]=1.O>C(#N)C>[Cl:39][C:40]1[CH:45]=[CH:44][C:43]([S+:46]([C:55]2[CH:60]=[CH:59][C:58]([Cl:61])=[CH:57][CH:56]=2)[CH2:47][C:48]2[CH:53]=[CH:52][C:51]([Br:54])=[CH:50][CH:49]=2)=[CH:42][CH:41]=1.[C:1]1([CH:7]=[CH:8][B-:9]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=2)[C:24]2[CH:29]=[CH:28][C:27]([F:30])=[CH:26][CH:25]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18982379HCID 18982379, compoundHCID 131719333HCID 131719333, compound

Product 1

HCID 88398090HCID 88398090, compoundYield 25.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 3.56 g of lithium (2-phenylethenyl)tris(p-fluorophenyl)borate in 50 ml of acetonitrile was added to a solution of 5.00 g of bis(p-chlorophenyl)(p-bromobenzyl)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 a yellow oily component was recovered, and 100 ml of dichloromethane was added. The dichloromethane layer was washed with water, dried and concentrated to give 1.85 g of bis(p-chlorophenyl)(p-bromobenzyl)sulfonium-(2-phenylethenyl)tris(p-fluorophenyl)borate.

Workup

  1. customThe resultant precipitate of a 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-aca231a414a24e278609e76bb6edb43a
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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