Water → HCID 131719337, compound

HRID 1440933Notes

Reaction equation

HRID 1440933 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+].[Cl:32][C:33]1[CH:38]=[CH:37][C:36]([S+:39](C2C=CC(Cl)=CC=2)([CH2:41][C:42]2[CH:47]=[CH:46][C:45]([Br:48])=[CH:44][CH:43]=2)=[O:40])=[CH:35][CH:34]=1.O>C(#N)C>[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.[Cl:32][C:33]1[CH:34]=[CH:35][C:36]([SH+:39]([CH2:41][C:42]2[CH:47]=[CH:46][C:45]([Br:48])=[CH:44][CH:43]=2)=[O:40])=[CH:37][CH:38]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18982565HCID 18982565, compoundHCID 131719333HCID 131719333, compound

Product 1

HCID 131719337HCID 131719337, compoundYield 31.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 3.48 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)oxosulfonium hexafluorophosphatc 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 1.95 g of (p-chlorophenyl)(p-bromobenzyl)oxosulfonium(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-488a19508a7348ee9d3b2b2f3deccc02
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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