Water → 1-(2-Fluoro-4,5-dimethoxy-benzenesulfonyl)-piperidine
Reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[F:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[CH:10][C:9]=1[S:18](Cl)(=[O:20])=[O:19].O>ClCCl>[F:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([O:16][CH3:17])=[CH:10][C:9]=1[S:18]([N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)(=[O:19])=[O:20]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Piperidine (4.15 ml, 42.02 mmol) was slowly added to a cooled (ice-bath) solution of 2-fluoro-4,5-dimethoxy-benzenesulfonyl chloride (5 g, 19.63 mmol) in dichloromethane (110 mL). The mixture was stirred overnight at room temperature, diluted with dichloromethane and poured into water. The aqueous phase was extracted with dichloromethane and the combined organic phases washed with brine, dried over magnesium sulfate and evaporated. The crude product was used without further purification.
Workup
- extractionThe aqueous phase was extracted with dichloromethane
- washthe combined organic phases washed with brine
- dry with materialdried over magnesium sulfate
- customevaporated
- customThe crude product was used without further purification
Sources & evidence
- ORD record
- ord-976572d93c5d4970ad6ca8f3cdc67c4d
- Source dataset
- uspto-grants-2009_08
- Patent number
- US07576088B2
Reaction notes
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