Sodium Hydroxide → 4-(5-Fluoro-2-methoxyphenyl)piperidine

HRID 2268073Notes

Reaction equation

HRID 2268073 reaction equation
C([N:3]1[CH2:8][CH2:7][CH:6]([C:9]2[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=2[O:16][CH3:17])[CH2:5][CH2:4]1)=O.[OH-].[Na+]>Cl>[F:15][C:13]1[CH:12]=[CH:11][C:10]([O:16][CH3:17])=[C:9]([CH:6]2[CH2:7][CH2:8][NH:3][CH2:4][CH2:5]2)[CH:14]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15512821HCID 15512821, compound

Product 1

HCID 155128224-(5-Fluoro-2-methoxyphenyl)piperidine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The crude product of 1-formyl-4-(5-fluoro-2-methoxy-phenyl)-piperidine (0.80 g, 3.4 mmole) was dissolved in HCl (16 mL, 0.5 N) and McOH (5 mL), and the mixture was brought to reflux for 16 hours. The mixture was cooled to room temperature and basified with NaOH (2.5 N), and extracted with EtOAc (3×25 mL) to give 4-(5-fluoro-2-methoxy-phenyl)-piperidine which was used directly without further purification.

Workup

  1. temperatureto reflux for 16 hours
  2. extractionextracted with EtOAc (3×25 mL)

Sources & evidence

ORD record
ord-bfa284ed9e1e4d60b2189ca976242b82
Source dataset
uspto-grants-2001_12
Patent number
US06326381B1

Reaction notes

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