Sodium Carbonate → 4-Hydroxy-1-piperidineethanol

HRID 1928991Notes

Reaction equation

HRID 1928991 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1.C(=O)([O-])[O-].[Na+].[Na+].Br[CH2:15][CH2:16][OH:17]>C(O)C>[OH:17][CH2:16][CH2:15][N:1]1[CH2:6][CH2:5][CH:4]([OH:7])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 108982-BromoethanolHCID 79341Piperidin-4-ol

Product 1

HCID 147994684-Hydroxy-1-piperidineethanol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Piperidin-4-ol (5 g, 49.4 mmol) is dissolved in 200 ml of ethanol and anhydrous sodium carbonate (21 g, 197.6 mmol) is added. 2-Bromo-ethanol (6.9 ml, 98.8 mmol) is added dropwise and the reaction mixture is refluxed for 16 hours. After evaporation under reduced pressure the mixture is stirred with 200 ml of DCM and filtered. The clear filtrate is evaporated under reduced pressure and dried at high vacuum.

Workup

  1. temperaturethe reaction mixture is refluxed for 16 hours
  2. customAfter evaporation under reduced pressure the mixture
  3. filtrationfiltered
  4. customThe clear filtrate is evaporated under reduced pressure
  5. customdried at high vacuum

Sources & evidence

ORD record
ord-b5045a5f76c646f5bac977ed552cdad4
Source dataset
uspto-grants-2012_05
Patent number
US08183366B2

Reaction notes

Loading…