Vanillin → HCID 67318459, compound

HRID 1374491Notes

Reaction equation

HRID 1374491 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[OH:11])[CH:6]=O.[C:12]([O:18][CH2:19][CH3:20])(=[O:17])[CH2:13][C:14]([CH3:16])=[O:15].N1(CC(O)=O)CCCCC1>C1C=CC=CC=1>[CH2:19]([O:18][C:12](=[O:17])[C:13]([C:14](=[O:15])[CH3:16])=[CH:6][C:5]1[CH:8]=[CH:9][C:10]([OH:11])=[C:3]([O:2][CH3:1])[CH:4]=1)[CH3:20]

Participants

5

Reactant 3

HCID 1183VanillinHCID 8868Ethyl AcetoacetateHCID 201097Piperidin-1-yl-acetic acid

Product 1

HCID 67318459HCID 67318459, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Condensation of 3-methoxy-4-hydroxy benzaldehyde (vanillin) with ethyl acetoacetate in the presence of piperidine-acetic acid and benzene as the reaction medium at reflux temperature yields the title product. The reaction takes about 3.5 hours for completion.

Workup

  1. temperatureat reflux temperature

Sources & evidence

ORD record
ord-05ae31855fc845d69fa73aa1bc54530b
Source dataset
uspto-grants-2007_01
Patent number
US07166273B2

Reaction notes

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