Sodium Formate → HCID 12898570, compound

HRID 847735Notes

Reaction equation

HRID 847735 reaction equation
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:16]=[CH:17][CH:18]=2)[O:11][CH2:12][CH2:13][CH2:14][NH2:15])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:19]([O-])=[O:20].[Na+]>C(O)=O>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:16]=[CH:17][CH:18]=2)[O:11][CH2:12][CH2:13][CH2:14][NH:15][CH:19]=[O:20])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 2723810Sodium FormateHCID 102205613-(3-(Piperidin-1-ylmethyl)phenoxy)propan-1-amine

Product 1

HCID 12898570HCID 12898570, compoundYield 39.2%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of 1 g of 3-[3-(1-piperidinylmethyl)phenoxy]propylamine, 1 g of sodium formate and 3 ml of formic acid was refluxed for 1 hour, and a greater portion of the solvent was distilled off under reduced pressure, and water was added to the residue. The mixture was alkalized with 4% sodium hydroxide solution. The product was extracted with chloroform. The extract was dried over anhydrous magnesium sulfate. The solvent was distilled off, and the residue was separated and purified by thin-layer chromatography (TLC) (developing solvent: chloroform/methanol=9/l) to afford 436 mg of N-[3-[3-(1-piperidinylmethyl)phenoxy]propyl]formamide as an oil.

Workup

  1. temperaturewas refluxed for 1 hour
  2. distillationa greater portion of the solvent was distilled off under reduced pressure, and water
  3. additionwas added to the residue
  4. extractionThe product was extracted with chloroform
  5. dry with materialThe extract was dried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off
  7. customthe residue was separated
  8. custompurified by thin-layer chromatography (TLC) (developing solvent: chloroform/methanol=9/l)

Sources & evidence

ORD record
ord-c58f9afa3f03429b9333be6c16f591b8
Source dataset
uspto-grants-1981_10
Patent number
US04293557

Reaction notes

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