Water → HCID 18982432, compound

HRID 1440936Notes

Reaction equation

HRID 1440936 reaction equation
[CH: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)([CH2:3][CH3:4])[CH3:2].[Li+].F[B-](F)(F)F.[C:30]1([S+:36]([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[CH2:37][C:38]([C:44]2[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=2)=[C:39]([C:42]#[N:43])[C:40]#[N:41])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.O>C(#N)C>[C:30]1([S+:36]([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[CH2:37][C:38]([C:44]2[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=2)=[C:39]([C:40]#[N:41])[C:42]#[N:43])[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1.[CH: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)([CH2:3][CH3:4])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 18982295HCID 18982295, compoundHCID 131719327HCID 131719327, compound

Product 1

HCID 18982432HCID 18982432, compoundYield 40.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 3.35 g of lithium sec-butyltriphenylborate in 50 ml of acetonitrile was added to a solution of 5.00 g of diphenyl(3,3-dicyano-2-phenyl-2-propenyl)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 2.87 g of diphenyl(3,3-dicyano-2-phenyl-2-propenyl)sulfonium-(sec-butyl)triphenylborate.

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-11acaf1c31c8403d98348c2ff777bb5b
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

Loading…