HCID 15631955, compound → 1-Butyl-4-piperidone

HRID 1368900Notes

Reaction equation

HRID 1368900 reaction equation
[CH2:1]([N:5]1[CH2:14][CH2:13][C:8]2(OCC[O:9]2)[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]>Cl>[CH2:1]([N:5]1[CH2:14][CH2:13][C:8](=[O:9])[CH2:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

3

Reactant 1

HCID 15631955HCID 15631955, compound

Product 1

HCID 899951-Butyl-4-piperidone

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 8-butyl-1,4-dioxa-8-azaspiro[4,5]decane (27.8 g, 140 mmol) and hydrochloric acid (8 M, 350 ml) was refluxed for 15 h. The mixture was evaporated and sodium hydroxide (200 ml, 1 M) was added. The mixture was extracted twice with diethyl ether (150 ml). The crude product was purified by column chromaography using dichloromethane, methanol, aqueous ammonia (89:10:1). The pure product was isolated as an oil. Yield 10.5 g, 48%.

Workup

  1. temperaturewas refluxed for 15 h
  2. customThe mixture was evaporated
  3. additionsodium hydroxide (200 ml, 1 M) was added
  4. extractionThe mixture was extracted twice with diethyl ether (150 ml)
  5. customThe crude product was purified by column chromaography
  6. customThe pure product was isolated as an oil

Sources & evidence

ORD record
ord-7b7372329cff41a195c3dfb0dcebe915
Source dataset
uspto-grants-2003_06
Patent number
US06576641B2

Reaction notes

Loading…