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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 652425Generated: October 28, 2026

2,​4-​Hexadien-​1-​ol → Methyl 2,4-hexadienyl 4-(3-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/652425

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,​4-​Hexadien-​1-​olHCID 8104—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid monomethyl esterHCID 173322—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,1-DichloroethaneHCID 6365—
ProductMethyl 2,4-hexadienyl 4-(3-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylateHCID 7318538789.1%

Reaction Steps

664 mg (2 mM) of 4-(3-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5dicarboxylic acid 3-methyl ester, 206 mg (2.1 mM) of 2,4-hexadien-1-ol, 433 mg (2.1 mM) of dicyclohexylcarbodiimide and 257 mg (2.1 mM) of 4-dimethylaminopyridine were dissolved in 20 ml of dichloroethane, and refluxed for 2 hours. Insoluble matters were filtered off, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel chromatography, and 734 mg of methyl 2,4-hexadienyl 4-(3-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate was obtained (yield 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04672068
Source datasetuspto-grants-1987_06
ORD IDord-6eadf601465d4bc893157f887d993b93
Source noteuspto-grants-1987_06