Tetrahydrofuran → Piperidine

HRID 2095096Notes

Reaction equation

HRID 2095096 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-00b9cc5bdf1b4aa1b83153cf8fe2aa18
Source dataset
uspto-grants-2013_05
Patent number
US08445694B2

Reaction notes

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