Water → HCID 18982426, compound

HRID 1440925Notes

Reaction equation

HRID 1440925 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[P-](F)(F)(F)(F)F.[C:32]([C:36]1[CH:41]=[CH:40][C:39]([S+:42]([C:53]2[CH:58]=[CH:57][C:56]([C:59]([CH3:62])([CH3:61])[CH3:60])=[CH:55][CH:54]=2)([CH2:44][C:45]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)=[O:46])=[O:43])=[CH:38][CH:37]=1)([CH3:35])([CH3:34])[CH3:33].O>C(#N)C>[C:32]([C:36]1[CH:37]=[CH:38][C:39]([S+:42]([C:53]2[CH:58]=[CH:57][C:56]([C:59]([CH3:62])([CH3:61])[CH3:60])=[CH:55][CH:54]=2)([CH2:44][C:45]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)=[O:46])=[O:43])=[CH:40][CH:41]=1)([CH3:35])([CH3:34])[CH3:33].[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 18982502HCID 18982502, compoundHCID 131719327HCID 131719327, compound

Product 1

HCID 18982426HCID 18982426, compoundYield 72.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 2.54 g of lithium sec-butyltriphenylborate in 50 ml of acetonitrile was added to a solution of 5.00 g of bis(p-tert-butylphenyl)phenacyloxosulfonium hexafluorophosphate 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 4.43 g of bis(p-tert-butylphenyl)phenacyloxosulfonium-(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-2506d3e71cf64296be3474efee36d5b8
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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