Acetone → 2-(4-Ethylpiperazin-1-yl)ethan-1-amine
Reaction equation
[N:1]1([CH2:7][CH2:8]O)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.BrCC#[N:13].C(=O)([O-])[O-].[K+].[K+].C[C:21]([CH3:23])=O>>[NH2:13][CH2:8][CH2:7][N:1]1[CH2:6][CH2:5][N:4]([CH2:21][CH3:23])[CH2:3][CH2:2]1Participants
Procedure
To a solution of 1-piperazineethanol(2.28 g) in acetone(40 ml) were added bromoacetonitrile(2.40 g) and potassium carbonate(5.53 g) and then the mixture was stirred at room temperature for 4 hours. After the reaction, the reaction mixture was washed with saturated brine and water successively, dried over sodium sulfate anhydride, and concentrated under a vacuum. To the residue dissolved in methanol(60 ml) were added cobalt chloride(9.50 g) and sodium borohydride(7.60 g), and then the mixture was stirred at room temperature for 30 minutes. After the reaction mixture was concentrated, the resulting residue was dissolved in chloroform. After a filtration, the filtrate was concentrated, thereby yielding 1.17 g (41%) of 4-(2-aminoethyl)-1-ethylpiperazine.
Workup
- customAfter the reaction
- washthe reaction mixture was washed with saturated brine and water successively
- dry with materialdried over sodium sulfate anhydride
- concentrationconcentrated under a vacuum
- dissolutionTo the residue dissolved in methanol(60 ml)
- additionwere added cobalt chloride(9.50 g) and sodium borohydride(7.60 g)
- stirringthe mixture was stirred at room temperature for 30 minutes
- concentrationAfter the reaction mixture was concentrated
- dissolutionthe resulting residue was dissolved in chloroform
- filtrationAfter a filtration
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-c726af1a0cf840eb8f44d7f777dd25ed
- Source dataset
- uspto-grants-1998_09
- Patent number
- US05814634
Reaction notes
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