Sodium Hydroxide → HCID 21182250, compound

HRID 1872386Notes

Reaction equation

HRID 1872386 reaction equation
[O:1]=[C:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=2)[CH2:4][CH:3]1C(OCC)=O.[OH-].[Na+]>Cl>[CH2:15]([O:14][C:11]1[CH:12]=[CH:13][C:8]([N:5]2[CH2:4][CH2:3][C:2](=[O:1])[CH2:7][CH2:6]2)=[CH:9][CH:10]=1)[CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21182308HCID 21182308, compound

Product 1

HCID 21182250HCID 21182250, compoundYield 84.2%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of Ethyl 4-oxo-1-(4-n-hexyloxyphenyl)piperidine-3-carboxylate (1.437 g) in 20% hydrochloric acid (7.2 ml) was refluxed for 2 hours, cooled, basified with 60% aqueous sodium hydroxide, and extracted with ethyl acetate. The organic layer was taken and dried over magnesium sulfate. The magnesium sulfate was filtered off, and filtrate was evaporated under reduced pressure to give 1-(4-n-Hexyloxyphenyl)-4-piperidone (0.959 g).

Workup

  1. temperaturecooled
  2. extractionextracted with ethyl acetate
  3. dry with materialdried over magnesium sulfate
  4. filtrationThe magnesium sulfate was filtered off
  5. customfiltrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a963ec233b6a458d8460f5e766e7c668
Source dataset
uspto-grants-2000_08
Patent number
US06107458

Reaction notes

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