Water → HCID 131719342, compound

HRID 1440939Notes

Reaction equation

HRID 1440939 reaction equation
[C:1]1([B-:7]([CH2:16][CH2:17][CH2:18][CH3:19])([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH2:10][CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].C1(C)C=CC(S([O-])(=O)=O)=CC=1.[F:32][C:33]1[CH:38]=[CH:37][C:36]([S+:39]([C:54]2[CH:59]=[CH:58][C:57]([F:60])=[CH:56][CH:55]=2)[CH2:40][C:41]([C:47]2[CH:52]=[CH:51][C:50]([CH3:53])=[CH:49][CH:48]=2)=[C:42]([C:45]#[N:46])[C:43]#[N:44])=[CH:35][CH:34]=1.O>C(#N)C>[C:1]1([B-:7]([CH2:12][CH2:13][CH2:14][CH3:15])([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:8][CH2:9][CH2:10][CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:32][C:33]1[CH:34]=[CH:35][C:36]([S+:39]([C:54]2[CH:55]=[CH:56][C:57]([F:60])=[CH:58][CH:59]=2)[CH2:40][C:41]([C:47]2[CH:52]=[CH:51][C:50]([CH3:53])=[CH:49][CH:48]=2)=[C:42]([C:45]#[N:46])[C:43]#[N:44])=[CH:37][CH:38]=1

Participants

5

Reactant 3

HCID 962WaterHCID 23668463HCID 23668463, compoundHCID 131719343HCID 131719343, compound

Product 1

HCID 131719342HCID 131719342, compoundYield 36.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 2.38 g of lithium phenyltri-n-butylborate in 50 ml of acetonitrile was added to a solution of 5.00 g of bis(p-fluorophenyl)(3,3-dicyano-2-p-tolyl-2-propenyl)sulfonium (p-toluenesulfonate) 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 2.09 g of bis(p-fluorophenyl) (3,3-dicyano-2-p-tolyl-2-propenyl)sulfonium-phenyltri-n-butylborate.

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-3b6687167707400585e023e25526e59d
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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