Benzaldehyde → HCID 68120239, compound

HRID 918442Notes

Reaction equation

HRID 918442 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9]([O:11][C:12](=[O:20])[CH2:13][C:14]([CH2:16][O:17][CH2:18][CH3:19])=O)[CH3:10].[CH2:21]([O:23][C:24](=[O:29])/[CH:25]=[C:26](\[NH2:28])/[CH3:27])[CH3:22]>C(O)C>[CH2:9]([O:11][C:12]([C:13]1[CH:1]([C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[C:25]([C:24]([O:23][CH2:21][CH3:22])=[O:29])=[C:26]([CH3:27])[NH:28][C:14]=1[CH2:16][O:17][CH2:18][CH3:19])=[O:20])[CH3:10]

Participants

5

Reactant 3

HCID 240BenzaldehydeHCID 6437562-Butenoic acid, 3-amino-, ethyl ester, (2Z)-HCID 3016245Ethyl 4-ethoxy-3-oxobutyrate

Product 1

HCID 68120239HCID 68120239, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

After heating a solution of 10.6 g of benzaldehyde, 17.4 g of γ-ethoxyacetoacetic acid ethyl ester and 13 g of β-aminocrotonic acid ethyl ester in 80 ml of ethanol for several hours, 2-ethoxymethyl-6-methyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylic acid diethyl ester is obtained, in a yield of 65% of theory, in the form of yellow crystals of melting point 112°C.

Sources & evidence

ORD record
ord-d1ac6867151e413383d95cdf51546895
Source dataset
uspto-grants-1976_07
Patent number
US03971796

Reaction notes

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