Tetrahydrofuran → Piperidine

HRID 2212837Notes

Reaction equation

HRID 2212837 reaction equation
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+]([O-])=O)=[CH:4][N:3]=1.[CH2:11]1[CH2:15][O:14][CH2:13][CH2:12]1>>[NH:3]1[CH2:4][CH2:5][CH2:6][CH2:7][CH2:2]1.[NH:3]1[CH2:11][CH2:15][O:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 8028TetrahydrofuranHCID 783082-Chloro-5-nitropyridine

Product 2

HCID 8082PiperidineHCID 8083Morpholine

Procedure

A solution of 2-chloro-5-nitropyridine (1.58 g, 10 mmol) and appropriate amine (20 mmol) in THF (60 mL) was heated for several hours at 60° C. The solvent was evaporated and water was then added to the reaction mixture. The product was isolated by filtration (piperidine, morpholine), or extracted from the water solution with ethyl acetate (1-methylpiperazine, 2-(2-hydroxyethylamino)ethanol)).

Workup

  1. customThe solvent was evaporated
  2. additionwater was then added to the reaction mixture

Sources & evidence

ORD record
ord-2a0ad0a84a9b4c22a32eb06ddfc524b2
Source dataset
uspto-grants-2006_09
Patent number
US07105503B2

Reaction notes

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