Methyl chloroacetate → Methyl (4-methylpiperazin-1-yl)acetate
Reaction equation
Cl[CH2:2][C:3]([O:5][CH3:6])=[O:4].[CH3:7][N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1>C(OCC)(=O)C>[CH3:7][N:8]1[CH2:13][CH2:12][N:11]([CH2:2][C:3]([O:5][CH3:6])=[O:4])[CH2:10][CH2:9]1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Methyl chloroacetate (8.8 ml., 0.10 mole) was added to a solution of N-methylpiperazine (24.4. ml., 0.22 mole) in ethyl acetate (140 ml.) and the mixture was stirred for 17 hours. The reaction mixture was filtered and the solvent was removed under vacuum. The resulting oil was dissolved in methylene chloride-methanol (9:1) and purified by flash chromatography (silica) to give 2-(4-methyl-1-piperazinyl)acetic acid, methyl ester as an oil (16.3 g, 95%).
Workup
- filtrationThe reaction mixture was filtered
- customthe solvent was removed under vacuum
- dissolutionThe resulting oil was dissolved in methylene chloride-methanol (9:1)
- custompurified by flash chromatography (silica)
Sources & evidence
- ORD record
- ord-91b37a5954d74ff795689c1a0561d58a
- Source dataset
- uspto-grants-1988_08
- Patent number
- US04761415
Reaction notes
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