Vanillin → HCID 67318459, compound

HRID 1674460Notes

Reaction equation

HRID 1674460 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-2a3a320a0a5342dea5bef8e4b140523c
Source dataset
uspto-grants-2011_08
Patent number
US08003082B2

Reaction notes

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