2-Chloroethanol → 1-(2-Hydroxy-ethyl)-piperidine-4-carboxylic acid amide

HRID 2414122Notes

Reaction equation

HRID 2414122 reaction equation
Cl[CH2:2][CH2:3][OH:4].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[C:13]([CH:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1)(=[O:15])[NH2:14]>C(O)C>[OH:4][CH2:3][CH2:2][N:19]1[CH2:20][CH2:21][CH:16]([C:13](=[O:15])[NH2:14])[CH2:17][CH2:18]1

Participants

6

Reactant 4

HCID 342-ChloroethanolHCID 37724-PiperidinecarboxamideHCID 5238Sodium IodideHCID 11430Potassium Carbonate

Product 1

HCID 28224721-(2-Hydroxy-ethyl)-piperidine-4-carboxylic acid amide

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Chloroethanol (23.9 ml), potassium carbonate (82.0 g) and sodium iodide (4.5 g) were added to an ethanol solution (500 ml) of 4-carbamoylpiperidine (35 g), followed by refluxing for 20 hours. After allowing the reaction mixture to cool down to room temperature, it was filtered through Celite (trade mark). The filtrate was concentrated under reduced pressure. After washing the residue, it was dried to obtain 46.6 g of the desired product.

Workup

  1. temperatureby refluxing for 20 hours
  2. filtrationit was filtered through Celite (trade mark)
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. washAfter washing the residue, it
  5. customwas dried

Sources & evidence

ORD record
ord-e56d6e7c8f5f4578b3f97d929bf05aa7
Source dataset
uspto-grants-1988_01
Patent number
US04721788

Reaction notes

Loading…