Ethanol → HCID 14324895, compound

HRID 1486791Notes

Reaction equation

HRID 1486791 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]1

Participants

5

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

  1. temperatureheated
  2. temperatureunder reflux
  3. distillationthe solvent was distilled off under reduced pressure
  4. customto obtain a pale yellow oil
  5. extractionfollowed by extraction with dichloromethane (5×200 mL)
  6. extractionthe resulting extract
  7. dry with materialwas dried with Na2SO4
  8. filtrationfiltered
  9. concentrationconcentrated

Sources & evidence

ORD record
ord-f80d50f7da2b46d5a86aeaf9c80fcb3a
Source dataset
uspto-grants-2016_08
Patent number
US09428496B2

Reaction notes

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