Water → HCID 18982369, compound

HRID 1440923Notes

Reaction equation

HRID 1440923 reaction equation
[CH2:1]([B-:4]([CH2:9][CH3:10])([CH2:7][CH3:8])[CH2:5][CH3:6])[CH:2]=[CH2:3].[Li+].F[B-](F)(F)F.[C:17]1([S+:23]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:24][C:25]([C:27]2[CH:32]=[CH:31][C:30]([C:33]#[N:34])=[CH:29][CH:28]=2)=[O:26])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.O>C(#N)C>[CH2:1]([B-:4]([CH2:9][CH3:10])([CH2:7][CH3:8])[CH2:5][CH3:6])[CH:2]=[CH2:3].[C:35]1([S+:23]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:24][C:25]([C:27]2[CH:28]=[CH:29][C:30]([C:33]#[N:34])=[CH:31][CH:32]=2)=[O:26])[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18982250HCID 18982250, compoundHCID 131719331HCID 131719331, compound

Product 1

HCID 18982369HCID 18982369, compoundYield 60.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 1.75 g of lithium allyltriethylborate in 50 ml of acetonitrile was added to solution of 5.00 g of diphenyl(p-cyanophenacyl)sulfonium 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 3.41 g of diphenyl(p-cyanophenacyl)sulfoniumallyltriethylborate.

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-4cee1091a49e427e94ab2d8334fcbfc3
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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