Ethanol → HCID 14324895, compound
Reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10](C(OCC)=O)[CH2:9][CH2:8]1.[OH-].[Na+].C(O)C>[Cl-].[Na+].O>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Ethyl 4-(5-hydroxypentyl)piperazinecarboxylate (10.87 g, 65.09 mmol), 10% aqueous sodium hydroxide solution (150 mL) and ethanol (150 mL) were placed in a 500 mL round-bottomed flask, and heated under reflux with stirring overnight; the reaction system was cooled down to room temperature, and the solvent was distilled off under reduced pressure, to obtain a pale yellow oil; to the oil, 200 ml of saturated brine was added, followed by extraction with dichloromethane (5×200 mL); the resulting extract was dried with Na2SO4, filtered, and concentrated to obtain a pale yellow oil 9.69 g, yield 86.5% (which was directly used in the next step reaction).
Workup
- temperatureheated
- temperatureunder reflux
- distillationthe solvent was distilled off under reduced pressure
- customto obtain a pale yellow oil
- extractionfollowed by extraction with dichloromethane (5×200 mL)
- extractionthe resulting extract
- dry with materialwas dried with Na2SO4
- filtrationfiltered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-f80d50f7da2b46d5a86aeaf9c80fcb3a
- Source dataset
- uspto-grants-2016_08
- Patent number
- US09428496B2
Reaction notes
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