Tetrahydrofuran → Piperidine

HRID 254929Notes

Reaction equation

HRID 254929 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-c73ce5eebb81464e91115aab5e1015a8
Source dataset
uspto-grants-2011_01
Patent number
US07875728B2

Reaction notes

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