Water → HCID 18982398, compound

HRID 1440938Notes

Reaction equation

HRID 1440938 reaction equation
[CH:1]([B-:3]([C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=1)([C:11]1[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=1)[C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][CH:5]=1)=[CH2:2].[Li+].Cl([O-])(=O)(=O)=O.[C:31]([C:35]1[CH:40]=[CH:39][C:38]([S+:41]([C:59]2[CH:64]=[CH:63][C:62]([C:65]([CH3:68])([CH3:67])[CH3:66])=[CH:61][CH:60]=2)[CH2:42][C:43]([C:53]2[CH:58]=[CH:57][CH:56]=[CH:55][CH:54]=2)=[C:44]([C:49]([O:51][CH3:52])=[O:50])[C:45]([O:47][CH3:48])=[O:46])=[CH:37][CH:36]=1)([CH3:34])([CH3:33])[CH3:32].O>C(#N)C>[C:65]([C:62]1[CH:61]=[CH:60][C:59]([S+:41]([C:38]2[CH:39]=[CH:40][C:35]([C:31]([CH3:34])([CH3:33])[CH3:32])=[CH:36][CH:37]=2)[CH2:42][C:43]([C:53]2[CH:54]=[CH:55][CH:56]=[CH:57][CH:58]=2)=[C:44]([C:45]([O:47][CH3:48])=[O:46])[C:49]([O:51][CH3:52])=[O:50])=[CH:64][CH:63]=1)([CH3:68])([CH3:67])[CH3:66].[CH:1]([B-:3]([C:4]1[CH:9]=[CH:8][C:7]([F:10])=[CH:6][CH:5]=1)([C:18]1[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=1)[C:11]1[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=1)=[CH2:2]

Participants

5

Reactant 3

HCID 962WaterHCID 18982302HCID 18982302, compoundHCID 88398078HCID 88398078, compound

Product 1

HCID 18982398HCID 18982398, compoundYield 42.1%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 4.17 g of lithium vinyltris(p-fluorophenyl)borate in 50 ml of acetonitrile was added to solution of 5.00 g of bis(p-tert-butylphenyl)[3,3-bis(methoxycarbonyl)-2-phenyl-2-propenyl]sulfonium perchlorate 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 2.85 g of bis(p-tert-butylphenyl)[3,3-bis(methoxycarbonyl)-2-phenyl-2-propenyl]sulfonium-vinyltris(p-fluorophenyl)borate.

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-4f318dbcdf1c46b3ad9cc9c8a42ec6f0
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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