Potassium Hydroxide → HCID 21292013, compound

HRID 1154704Notes

Reaction equation

HRID 1154704 reaction equation
[CH3:1][N:2]([CH2:4][C:5]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][NH:15]C=O)[CH:8]=[CH:7][CH:6]=1)[CH3:3].[OH-].[K+]>CO.C(OCC)C>[CH3:1][N:2]([CH2:4][C:5]1[N:10]=[C:9]([O:11][CH2:12][CH2:13][CH2:14][NH2:15])[CH:8]=[CH:7][CH:6]=1)[CH3:3]

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 20434286N-[3-(6-Dimethylaminomethyl-2-pyridyloxy)propyl]formamide

Product 1

HCID 21292013HCID 21292013, compoundYield 77.2%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

N-[3-(6-dimethylaminomethyl-2-pyridyloxy) propyl]formamide (2.7 g, 0.013 mol) is added to a solution of 85% potassium hydroxide pellets (3.0 g) dissolved in methanol (30 ml) and heated at gentle reflux for 21 hours. The reaction is cooled, diluted with diethyl ether (30 ml), the precipitated salts filtered, and the solvent removed under vacuum. The residue is dissolved in water and the product exhaustively extracted into ethanol/chloroform, dried and evaporated to give 2.1 g of pure product.

Workup

  1. temperatureheated
  2. temperatureat gentle reflux for 21 hours
  3. temperatureThe reaction is cooled
  4. filtrationthe precipitated salts filtered
  5. customthe solvent removed under vacuum
  6. dissolutionThe residue is dissolved in water
  7. extractionthe product exhaustively extracted into ethanol/chloroform
  8. customdried
  9. customevaporated

Sources & evidence

ORD record
ord-c7ef9001d41a4d17b3b8667409eeed9b
Source dataset
uspto-grants-1984_12
Patent number
US04490533

Reaction notes

Loading…