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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5905Erstellt: 23. Oktober 2026

Pyridine → 3,4-di-O-isobutyryl-N-carbobenzoxydopamine

https://huagongshe.com/de/reaction/5905

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPyridineHCID 1049—
EduktSodium CarbonateHCID 10340—
EduktIsobutyryl chlorideHCID 62325—
EduktBenzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamateHCID 11108946—
Produkt3,4-di-O-isobutyryl-N-carbobenzoxydopamineHCID 13171817074,7%

Reaktionsschritte

To 80 ml of a pyridine solution containing 10.7 g (37 mmol) of N-carbobenzoxydopamine obtained in Synthetic Example 1-(1) was added dropwise 9.9 g (93 mmol) of isobutyryl chloride at 5° to 10° C. After stirring at room temperature for 12 hours, the mixture was allowed to react at 35° to 40° C. for 3 hours. Then, the reaction mixture was poured into ice and a sodium carbonate solution and stirred at room temperature for 30 minutes. The mixture was extracted with diethyl ether and the resulting extract was dried over anhydrous magnesium sulfate. The solvent was distilled and the thus-obtained crude crystals were recrystallized from diisopropyl ether/petroleum ether (1:2 by volume) to obtain 11.9 g (yield: 74.7%) of the desired compound in the form of white cyrstals (m.p. 44°-46° C.).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246949
Quelldatensatzuspto-grants-1993_09
ORD IDord-8bde2442c4a143c2beb25e6049687eb8
Quellennotizuspto-grants-1993_09