Water → HCID 18982448, compound

HRID 1440942Notes

Reaction equation

HRID 1440942 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:60]2[CH:65]=[CH:64][C:63]([C:66]([CH3:69])([CH3:68])[CH3:67])=[CH:62][CH:61]=2)([CH2:43][C:44]([C:54]2[CH:59]=[CH:58][CH:57]=[CH:56][CH:55]=2)=[C:45]([C:50]([O:52][CH3:53])=[O:51])[C:46]([O:48][CH3:49])=[O:47])=[O:42])=[CH:37][CH:36]=1)([CH3:34])([CH3:33])[CH3:32].O>C(#N)C>[C:66]([C:63]1[CH:62]=[CH:61][C:60]([S+:41]([C:38]2[CH:39]=[CH:40][C:35]([C:31]([CH3:34])([CH3:33])[CH3:32])=[CH:36][CH:37]=2)([CH2:43][C:44]([C:54]2[CH:55]=[CH:56][CH:57]=[CH:58][CH:59]=2)=[C:45]([C:46]([O:48][CH3:49])=[O:47])[C:50]([O:52][CH3:53])=[O:51])=[O:42])=[CH:65][CH:64]=1)([CH3:69])([CH3:68])[CH3:67].[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 18982331HCID 18982331, compoundHCID 88398078HCID 88398078, compound

Product 1

HCID 18982448HCID 18982448, compoundYield 42.4%

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 a solution of 5.00 g of bis(p-tert-butylphenyl)[3,3-bis(methoxycarbonyl)-2-phenyl-2-propenyl]oxosulfonium 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]oxosulfonium-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-a4406a53c4c74f7c82dd00abb53cfaf7
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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