Water → 3-(Ethanesulfonyl)propan-1-amine
Reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][S:5][CH2:6][CH3:7].[OH:8]OS([O-])=O.[K+].[OH2:14]>CO>[NH2:1][CH2:2][CH2:3][CH2:4][S:5]([CH2:6][CH3:7])(=[O:8])=[O:14]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
1.0 g of 3-aminopropyl-ethyl sulfide is placed in 35 ml of methanol at 0° C.; 15.5 g of oxone in 35 ml of water are added and the mixture is stirred at 0° C. for 4 hours. 200 ml of water are added and the mixture is extracted with 3×150 ml of dichloromethane. The organic extracts are concentrated by evaporation and purified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5). The title compound is obtained: Rf (ethyl acetate/methanol/conc. ammonia=80:15:5)=0.15.
Workup
- extractionthe mixture is extracted with 3×150 ml of dichloromethane
- concentrationThe organic extracts are concentrated by evaporation
- custompurified by FC (10 g of silica gel, ethyl acetate/methanol/conc. ammonia=80:15:5)
Sources & evidence
- ORD record
- ord-d548dca7793b43298ff6c3f0b25544bf
- Source dataset
- uspto-grants-1997_08
- Patent number
- US05654445
Reaction notes
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