Water → HCID 18982288, compound

HRID 1440931Notes

Reaction equation

HRID 1440931 reaction equation
[C:1]([B-:5]([CH2:10][CH3:11])([CH2:8][CH3:9])[CH2:6][CH3:7])([CH3:4])([CH3:3])[CH3:2].[Li+].F[As-](F)(F)(F)(F)F.[C:20]1([S+:26]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.O>C(#N)C>[C:35]1([S+:26]([C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH2:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[CH:30][CH:29]=2)[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1.[C:1]([B-:5]([CH2:10][CH3:11])([CH2:6][CH3:7])[CH2:8][CH3:9])([CH3:2])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 18982476HCID 18982476, compoundHCID 131719318HCID 131719318, compound

Product 1

HCID 18982288HCID 18982288, compoundYield 27.5%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 1.69 g of lithium tert-butyltriethylborate in 50 ml of acetonitrile was added to solution of 5.00 g of diphenyl(p-methylbenzyl)sulfonium hexafluoroarsenate 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 1.28 g of diphenyl(p-methylbenzyl)sulfonium-(tert-butyl)triethylborate.

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-4918554f3f354b1a81eb4e3f4673a282
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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