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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 346880Erstellt: 24. Oktober 2026

Dicyclohexylcarbodiimide → Retinal

https://huagongshe.com/de/reaction/346880

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt2-DimethylaminopyridineHCID 21885—
EduktRetinoic AcidHCID 444795—
EduktRetinolHCID 445354—
LösungsmittelDichloromethaneHCID 6344—
LösungsmittelDiethylether hexaneHCID 21584099—
ProduktRetinalHCID 638015129,7%

Reaktionsschritte

Retinoic acid (1.26 g, 0.0042 mol, Basf Co.), dicyclohexylcarbodiimide (DCC) (0.87 g, 0.0042 mol) and catalytic amount of dimethylaminopyridine (DMAP) were added to retinol (1.00 g, 0.0035 mol) dissolved in anhydrous dichloromethane (50 ml) at 0° C. The reaction solution was slowly warmed to room temperature and stirred for 12 hours under nitrogen atmosphere and under the condition for light and moisture to be intercepted. The reaction solution was filtered and the solvent was removed by distillation under reduced pressure. The residue was purified by column chromatography (silica gel 60 for cc part, Merk Co., mesh size 270–400, hexane/diethylether=19/1, v/v) to give 1.55 g (Yield 78%) of the pale yellow title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07173062B2
Quelldatensatzuspto-grants-2007_02
ORD IDord-9eb3a1f1fd5e4d55865230379739028c
Quellennotizuspto-grants-2007_02