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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 652426Generated: October 31, 2026

2,4-Hexadien-1-OL → Bis(2,4-hexadienyl) 4-(3-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate

https://huagongshe.com/reaction/652426

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Hexadien-1-OLHCID 8104—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant4-(3-Nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid mono (2,4-hexadienyl) esterHCID 72740561—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solvent1,1-DichloroethaneHCID 6365—
ProductBis(2,4-hexadienyl) 4-(3-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylateHCID 8674157889.5%

Reaction Steps

398 mg (1 mM) of 4-(3-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid 3-(2,4-hexadienyl)ester, 108 mg (1.1 mM) of 2,4-hexadien-1-ol, 227 mg (1.1 mM) of dicyclohexylcarbodiimide and 134 mg (1.1 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 column chromatography, and 428 mg (89.4%) of bis(2,4-hexadienyl) 4-(3-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate was obtained (yield 89.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04672068
Source datasetuspto-grants-1987_06
ORD IDord-94a11baeaafb4929bffab842ed1cb3a9
Source noteuspto-grants-1987_06