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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 5904Erstellt: 27. Oktober 2026

Sodium Carbonate → 3,4-di-O-pivaloyl-N-carbobenzoxydopamine

https://huagongshe.com/reaction/5904

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPivaloyl chlorideHCID 62493—
EduktBenzyl N-[2-(3,4-dihydroxyphenyl)ethyl]carbamateHCID 11108946—
LösungsmittelPyridineHCID 1049—
Produkt3,4-di-O-pivaloyl-N-carbobenzoxydopamineHCID 13171816980,1%

Reaktionsschritte

To 150 ml of a pyridine solution containing 23.0 g (98 mmol) of N-carbobenzoxydopamine obtained in Synthetic Example 1-(1), was added 24.1 g (200 mmol) of pivaloyl chloride dropwise 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. Further, the reaction mixture was poured into ice and a sodium carbonate solution and the stirring was continued at room temperature for 30 minutes. After extracting with diethyl ether and drying over anhydrous magnesium sulfate, the solvent was distilled off to give crude crystals. The resulting crude crystals then recrystallized from petroleum ether to obtain 27.1 g (yield: 80.1%) of the desired compound in the form of white crystals

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05246949
Quelldatensatzuspto-grants-1993_09
ORD IDord-6fe171cac3394eb48c1880f35356692c
Quellennotizuspto-grants-1993_09