Piperidine → HCID 67820861, compound

HRID 1198215Notes

Reaction equation

HRID 1198215 reaction equation
[C:1]([O:7][CH2:8][CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[CH2:10]([C:18]1[CH:25]=[CH:24][C:21]([CH:22]=O)=[CH:20][CH:19]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].N1CCCCC1.C(OCC)(=O)C>O>[CH2:10]([C:18]1[CH:25]=[CH:24][C:21](/[CH:22]=[C:2](/[C:3](=[O:4])[CH3:5])\[C:1]([O:7][CH2:8][CH3:9])=[O:6])=[CH:20][CH:19]=1)[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

6

Reactant 4

HCID 8082PiperidineHCID 8857Ethyl AcetateHCID 8868Ethyl AcetoacetateHCID 2734685Benzaldehyde, 4-octyl-

Product 1

HCID 67820861HCID 67820861, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl acetoacetate (11.8g, 0.092 moles), paraoctylbenzaldehyde (10.0 g, 0.046 moles) and piperidine (1.5ml) were stirred for 48 hrs. at room temperature. Ethyl acetate (50ml) was added and the solution was added to water (100ml). The layers were separated and the organic layer dried over anhydrous sodium sulfate, filtered and concentrated to an oily solid. The title products were separated and purified by silica gel chromatography. The structure assignments were supported by NMR, infrared spectra and elemental analysis (330.5)

Workup

  1. customat room temperature
  2. customThe layers were separated
  3. dry with materialthe organic layer dried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to an oily solid
  6. customThe title products were separated
  7. custompurified by silica gel chromatography

Sources & evidence

ORD record
ord-4de7432c9af44b5c9f07a058e807f325
Source dataset
uspto-grants-1994_01
Patent number
US05280047

Reaction notes

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