Water → HCID 131719339, compound

HRID 1440935Notes

Reaction equation

HRID 1440935 reaction equation
[CH2:1]([B-:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].[Li+].F[B-](F)(F)F.[C:30]1([C:36]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[CH:37][CH2:38][SH2+:39])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.O>C(#N)C>[C:40]1([C:36]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)=[CH:37][CH2:38][SH2+:39])[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=1.[CH2:1]([B-:5]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 3

HCID 962WaterHCID 23668465HCID 23668465, compoundHCID 88162153HCID 88162153, compound

Product 1

HCID 131719339HCID 131719339, compoundYield 47.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 4.70 g of lithium n-butyltriphenylborate in 50 ml of acetonitrile was added to a solution of 5.00 g of diphenylallylsulfonium tetrafluoroborate 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 3.87 g of diphenylallylsulfonium-n-butyltriphenylborate.

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-f630f404f75a479db5df83227ad02286
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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