Sodium Carbonate → 4-Hydroxy-1-piperidineethanol

HRID 2267691Notes

Reaction equation

HRID 2267691 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-9c3c910b3bd8446099080e73cdb6a1f9
Source dataset
uspto-grants-2010_12
Patent number
US07858781B2

Reaction notes

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