1-(2-Hydroxyethyl)piperazine → 2-(4-(Methylsulfonyl)piperazin-1-yl)ethanol
Reaction equation
[N:1]1([CH2:7][CH2:8][OH:9])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.C(N(CC)CC)C.[CH3:17][S:18](Cl)(=[O:20])=[O:19]>C(Cl)Cl>[CH3:17][S:18]([N:4]1[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][OH:9])[CH2:2][CH2:3]1)(=[O:20])=[O:19]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
2-Piperazin-1-yl-ethanol (1.30 g, 1.0 mmol) and triethylamine (2.8 mL, 2 mmol) were dissolved in methylene chloride (20 mL). The solution was cooled to 0° C. and methanesulfonyl chloride (0.78 mL, 1 mmol) was added dropwise. The mixture was warmed to r.t., and the solvent was removed under reduced pressure. The residue was purified via silica gel chromatography (10% methanol in ethyl acetate) to afford the title compound (1.0 g, 48%).
Workup
- temperatureThe mixture was warmed to r.t.
- customthe solvent was removed under reduced pressure
- customThe residue was purified via silica gel chromatography (10% methanol in ethyl acetate)
Sources & evidence
- ORD record
- ord-c5fbdb4a2f9f49c895d491a2067b30a6
- Source dataset
- uspto-grants-2007_03
- Patent number
- US07186715B2
Reaction notes
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