Water → HCID 131719338, compound

HRID 1440934Notes

Reaction equation

HRID 1440934 reaction equation
[C:1]1([B-:7]([CH2:16][CH2:17][CH2:18][CH3:19])([CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH2:10][CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].F[B-](F)(F)F.[C:26]1([S+:32]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)([CH2:34][C:35]2[CH:40]=[CH:39][C:38]([O:41][CH3:42])=[CH:37][CH:36]=2)=[O:33])[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.O>C(#N)C>[C:43]1([S+:32]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)([CH2:34][C:35]2[CH:40]=[CH:39][C:38]([O:41][CH3:42])=[CH:37][CH:36]=2)=[O:33])[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=1.[C:1]1([B-:7]([CH2:12][CH2:13][CH2:14][CH3:15])([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:8][CH2:9][CH2:10][CH3:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 18982420HCID 18982420, compoundHCID 23668463HCID 23668463, compound

Product 1

HCID 131719338HCID 131719338, compoundYield 32.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

A solution of 3.14 g of lithium phenyltri-n-butylborate in 50 ml of acetonitrile was added to a solution of 5.00 g of diphenyl(p-methoxybenzyl)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 2.25 g of diphenyl(p-methoxybenzyl)oxosulfonium-phenyltri-n-butylborate.

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-addb59752d584def8e8d1041f9f713c1
Source dataset
uspto-grants-1996_03
Patent number
US05500453

Reaction notes

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