(4-tert-Butylphenyl)(diphenyl)sulfanium bromide → 4-Tert-butylphenyldiphenylsulfonium 2-pivaloyloxy-1,1-difluoroethanesulfonate
Reaction equation
[C:1]([O:7][CH2:8][C:9]([F:15])([F:14])[S:10]([O-:13])(=[O:12])=[O:11])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[Na+].[Br-].[C:18]([C:22]1[CH:27]=[CH:26][C:25]([S+:28]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[CH:24][CH:23]=1)([CH3:21])([CH3:20])[CH3:19]>ClCCl>[C:1]([O:7][CH2:8][C:9]([F:15])([F:14])[S:10]([O-:13])(=[O:11])=[O:12])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].[C:18]([C:22]1[CH:27]=[CH:26][C:25]([S+:28]([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[C:29]2[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=2)=[CH:24][CH:23]=1)([CH3:21])([CH3:19])[CH3:20]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
In 150 g of dichloromethane were dissolved 20 g (0.052 mole) of sodium 2-pivaloyloxy-1,1-difluoroethanesulfonate (purity 70%) and 217 g (0.052 mole) of an aqueous solution of 4-tert-butylphenyldiphenylsulfonium bromide. The organic layer was separated and washed with 50 g of water three times. The organic layer was concentrated and diethyl ether was added to the residue for recrystallization. The target compound was obtained as white crystals. 26 g (yield 79%).
Workup
- customThe organic layer was separated
- washwashed with 50 g of water three times
- concentrationThe organic layer was concentrated
- additiondiethyl ether was added to the residue for recrystallization
- customThe target compound was obtained as white crystals
Sources & evidence
- ORD record
- ord-b732a8c33d434d67aab9dfcc7c029548
- Source dataset
- uspto-grants-2012_02
- Patent number
- US08114570B2
Reaction notes
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