4-Nitrobenzaldehyde → HCID 5388618, compound

HRID 1198217Notes

Reaction equation

HRID 1198217 reaction equation
N1CCCCC1.[N+:7]([C:10]1[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=1)([O-:9])=[O:8].[C:18]([O:24][CH2:25][CH3:26])(=[O:23])[CH2:19][C:20]([CH3:22])=[O:21]>C(OCC)C>[N+:7]([C:10]1[CH:17]=[CH:16][C:13](/[CH:14]=[C:19](/[C:20](=[O:21])[CH3:22])\[C:18]([O:24][CH2:25][CH3:26])=[O:23])=[CH:12][CH:11]=1)([O-:9])=[O:8]

Participants

5

Reactant 3

HCID 5414-NitrobenzaldehydeHCID 8082PiperidineHCID 8868Ethyl Acetoacetate

Product 1

HCID 5388618HCID 5388618, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Piperidine (0.5ml) was added to a solution of paranitrobenzaldehyde (7.5g, 0.05 moles) and ethyl acetoacetate (6.5g, 0.05 moles) and stirred at room temperature for 48 hrs. Ethyl ether (50ml) was added and stirring continued for 7 days. After removal of the ethyl ether by rotary evaporator the titled products were separated and purified by silica gel chromatography. The structure assignments were supported by NMR, infrared and uv spectra and elemental analysis (263.2).

Workup

  1. stirringstirring
  2. waitcontinued for 7 days
  3. customAfter removal of the ethyl ether
  4. customby rotary evaporator the titled products
  5. customwere separated
  6. custompurified by silica gel chromatography

Sources & evidence

ORD record
ord-ffbe095ecbd843c1b001bf3f2c50bc51
Source dataset
uspto-grants-1994_01
Patent number
US05280047

Reaction notes

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