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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 78755Erstellt: 23. Oktober 2026

Dichloromethane → (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl acetate

https://huagongshe.com/de/reaction/78755

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktSodium BicarbonateHCID 516892—
EduktHexahydrofuro[2,3-b]furan-3-yl acetateHCID 21869022—
EduktSodium Phosphate, Monobasic, DihydrateHCID 23673460—
LösungsmittelWaterHCID 962—
Produkt(3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl acetateHCID 5995930742,7%

Reaktionsbedingungen

Temperatur42.5 °C

Reaktionsschritte

Hexahydrofuro[2,3-b]furan-3-yl acetate (124 g) to the RB flask along with buffer solution (118 g Sodium dihydrogen phosphate dihydrate dissolved in 600 ml water & pH adjusted to 6.5 with saturated NaHCO3 aqueous solution). CAL-B enzyme (19.5 g) was added to the reaction mass and stirred at 40-45° C. Reaction was monitored by Chiral-GC. Reaction was cooled to room temp., dichloromethane (1300 ml) was charged to reaction mass and filtered through hyflow bed. Dichloromethane layer was separated and washed with Sodium chloride solution (10%, 650 ml) and water (3×650 ml). Dichloromethane layer was concentrated under vacuum to get residue of (3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl acetate (Yield 53 g). Further, the product was purified by fractional distillation under vacuum at 98-118° C. to get main fraction 39.5 g having purity 97.98%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08841467B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-6834833e4545493db374aef79cde797e
Quellennotizuspto-grants-2014_09