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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1954103Erstellt: 25. Oktober 2026

Acetic Acid → 1-(7-Acetoxy-8-bromooctyl)-3,7-dimethylxanthine

https://huagongshe.com/reaction/1954103

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic AcidHCID 176—
EduktHydrogen BromideHCID 260—
EduktSodium BicarbonateHCID 516892—
Edukt1-(7,8-Dihydroxyoctyl)-3,7-dimethylxanthineHCID 9797334—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-(7-Acetoxy-8-bromooctyl)-3,7-dimethylxanthineHCID 982394494%

Reaktionsschritte

A mixture of 1-(7,8-dihydroxyoctyl)-3,7-dimethylxanthine, prepared as described above, (2.11 g, 6 mmol) was stirred with a 30% solution of hydrogen bromide in acetic acid (3.58 mL, 18 mmol) for 90 minutes. The mixture was then added to a flask containing aqueous sodium bicarbonate solution (4 g in 50 mL) and dichloromethane (30 mL). After 10 minutes of vigorous stirring the layers were separated and the aqueous portion was washed with dichloromethane (2×50 mL). The combined organic portions were dried over sodium sulfate and the solvent was evaporated under vacuum, yielding 2.51 g (94%) 1-(7-acetoxy-8-bromooctyl)-3,7-dimethylxanthine (inventive compound no. 1514) as a yellow oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06121270
Quelldatensatzuspto-grants-2000_09
ORD IDord-7adcd84ed739485c89c1861c3ff0026d
Quellennotizuspto-grants-2000_09