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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78755Generated: October 26, 2026

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

https://huagongshe.com/reaction/78755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium BicarbonateHCID 516892—
ReactantHexahydrofuro[2,3-b]furan-3-yl acetateHCID 21869022—
ReactantSodium Phosphate, Monobasic, DihydrateHCID 23673460—
SolventWaterHCID 962—
Product(3R,3aS,6aR)-Hexahydrofuro[2,3-b]furan-3-yl acetateHCID 5995930742.7%

Reaction Conditions

Temperature42.5 °C

Reaction Steps

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%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841467B2
Source datasetuspto-grants-2014_09
ORD IDord-6834833e4545493db374aef79cde797e
Source noteuspto-grants-2014_09