Ethyl Glycolate → 2-Hydroxy-1-(4-methylpiperazin-1-yl)ethan-1-one
Reaction equation
[OH:1][CH2:2][C:3]([O:5]CC)=O.[CH3:8][N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1>O1CCOCC1>[OH:1][CH2:2][C:3]([N:12]1[CH2:13][CH2:14][N:9]([CH3:8])[CH2:10][CH2:11]1)=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 120 °C
Procedure
Ethyl 2-hydroxyacetate (6.85 g, 65.8 mmol, 1.0 eq) and 1-methylpiperazine (5.26 g, 52.6 mmol, 0.8 eq) were dissolved in 1,4-dioxane (10 mL) in a sealed tube and the mixture was stirred at 120° C. overnight. The mixture was allowed to cool to RT and then concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (2% MeOH-DCM) to afford the product 2-hydroxy-1-(4-methyl piperazin-1-yl)ethanone.
Workup
- temperatureto cool to RT
- concentrationconcentrated in vacuo
- customThe residue was purified by flash column chromatography on silica gel (2% MeOH-DCM)
Sources & evidence
- ORD record
- ord-2ec1ae13a61e4ecea1ce941a20a54b4e
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09388183B2
Reaction notes
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