Ethyl cyanoacetate → HCID 6394589, compound

HRID 639146Notes

Reaction equation

HRID 639146 reaction equation
[C:1]([CH2:3][C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2].[CH:9]([C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1)=O.N1CCCCC1>C(O)C>[C:1](/[C:3](=[CH:9]/[C:11]1[CH:18]=[CH:17][C:14]([C:15]#[N:16])=[CH:13][CH:12]=1)/[C:4]([O:6][CH2:7][CH3:8])=[O:5])#[N:2]

Participants

5

Reactant 3

HCID 7764Ethyl cyanoacetateHCID 8082PiperidineHCID 660424-Cyanobenzaldehyde

Product 1

HCID 6394589HCID 6394589, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl cyanoacetate (2.59 g, 22.88 mmol) and 4-formylbenzonitrile (3.0 g, 22.88 mmol) are dissolved in ethanol (100 ml). Piperidine (100 mg, 1.14 mmol) is added, and the reaction mixture is stirred at room temperature for 2 hours. The solvent is removed in vacuo, and the residue is purified by column chromatography on silica with cyclohexane/ethyl acetate mixtures as eluent.

Workup

  1. customThe solvent is removed in vacuo
  2. customthe residue is purified by column chromatography on silica with cyclohexane/ethyl acetate

Sources & evidence

ORD record
ord-70e1d41bdc624b3ba877706925f5a051
Source dataset
uspto-grants-2010_04
Patent number
US07691854B2

Reaction notes

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