Acetaldehyde → HCID 5368875, compound

HRID 1394058Notes

Reaction equation

HRID 1394058 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3]C1.C(C[C:10]([O:12][CH2:13][CH3:14])=[O:11])#N.C(=O)C>C(O)(=O)C.O>[C:6](/[C:5](=[CH:4]\[CH3:3])/[C:10]([O:12][CH2:13][CH3:14])=[O:11])#[N:1]

Participants

6

Reactant 3

HCID 177AcetaldehydeHCID 7764Ethyl cyanoacetateHCID 8082Piperidine

Product 1

HCID 5368875HCID 5368875, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

2 cm3 of piperidine are added dropwise to a solution of 64 cm3 of ethyl cyanoacetate and 34 cm3 of acetaldehyde in 80 cm3 of acetic acid. After stirring for 20 hours at ambient temperature, the reaction mixture is diluted with 200 cm3 of water and extracted with ether (3×200 cm3). The combined organic phases are washed with water and then dried over sodium sulphate and evaporated. Distillation under reduced pressure (97° C./10 torr) of the residue obtained allows 40.44 g of the expected product to be obtained.

Workup

  1. extractionextracted with ether (3×200 cm3)
  2. washThe combined organic phases are washed with water
  3. dry with materialdried over sodium sulphate
  4. customevaporated
  5. distillationDistillation under reduced pressure (97° C./10 torr) of the residue
  6. customobtained

Sources & evidence

ORD record
ord-41b0edf3dfab4c02a984356d767aeb79
Source dataset
uspto-grants-2008_03
Patent number
US07348344B2

Reaction notes

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