Water → Piperidine-1-propanol

HRID 852094Notes

Reaction equation

HRID 852094 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.Cl[CH2:8][CH2:9][CH2:10][OH:11].O.[OH-].[Na+]>>[N:1]1([CH2:8][CH2:9][CH2:10][OH:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 4

HCID 962WaterHCID 8082PiperidineHCID 123133-Chloro-1-propanolHCID 14798Sodium Hydroxide

Product 1

HCID 66032Piperidine-1-propanol

Procedure

Combine piperidine (18.01 g, 0.212 mol), 3-chloro-1-propanol (10 g, 0.106 mol) and water (3.2 g, 0.18 mol) and heat on a steam-bath for ˜5 hours. Add sodium hydroxide (6.35 g, 0.16 mol) to the cooled solution and heat the resulting mixture on a steam-bath for ˜30 minutes. Add water, separate the organic layer, and extract the aqueous layer with dichloromethane, twice. Combine the organic layers and wash with water, dry with sodium sulfate and evaporate the solvent to give the final, desired compound. The final compound may be purified by chromatography.

Workup

  1. customAdd water, separate the organic layer
  2. extractionextract the aqueous layer with dichloromethane
  3. washwash with water
  4. dry with materialdry with sodium sulfate
  5. customevaporate the solvent

Sources & evidence

ORD record
ord-8bb6ea38179d4944bb29b383f80e33b6
Source dataset
uspto-grants-2007_08
Patent number
US07253165B2

Reaction notes

Loading…