Water → HCID 18982433, compound

HRID 1440941Notes

Reaction equation

HRID 1440941 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:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)([CH2:38][C:39]([C:45]2[CH:50]=[CH:49][CH:48]=[CH:47][CH:46]=2)=[C:40]([C:43]#[N:44])[C:41]#[N:42])=[O:37])[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.O>C(#N)C>[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].[C:30]1([S+:36]([C:51]2[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=2)([CH2:38][C:39]([C:45]2[CH:46]=[CH:47][CH:48]=[CH:49][CH:50]=2)=[C:40]([C:41]#[N:42])[C:43]#[N:44])=[O:37])[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18982567HCID 18982567, compoundHCID 131719327HCID 131719327, compound

Product 1

HCID 18982433HCID 18982433, compoundYield 39.2%

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)oxosulfonium 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) oxosulfonium-(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-74ed3949bd884a7bbf0b77a9d310fa72
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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