1-Methylpiperazine → 1-Methyl-4-(pent-4-ynyl)piperazine
Reaction equation
CS(O[CH2:6][CH2:7][CH2:8][C:9]#[CH:10])(=O)=O.[CH3:11][N:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C([O-])(O)=O.[Na+]>ClCCCl>[CH3:11][N:12]1[CH2:17][CH2:16][N:15]([CH2:6][CH2:7][CH2:8][C:9]#[CH:10])[CH2:14][CH2:13]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
A mixture of pent-4-ynyl methanesulfonate (887 mg) and N-methyl piperazine (607 μL) was heated to 80° C. for 4.5 h, diluted with 1,2-dichloroethane (5 mL) and heated to 70° C. for 18 h. Saturated aq. NaHCO3 was added (10 mL) and the mixture was extracted with DCM (3×40 mL), dried over Na2SO4, and concentrated to afford 1-methyl-4-(pent-4-ynyl)piperazine (0.23 g).
Workup
- temperatureheated to 70° C. for 18 h
- extractionthe mixture was extracted with DCM (3×40 mL)
- dry with materialdried over Na2SO4
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-963c90f4cfed405480e925000b37c54d
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08093229B2
Reaction notes
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