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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050982Generated: October 30, 2026

Water → HCID 89525698, compound

https://huagongshe.com/reaction/1050982

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 89525486HCID 89525486—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89525698HCID 8952569892%

Reaction Conditions

Temperature0 °C

Reaction Steps

2.27 g (59.9 mmol; 1.20 eq) of sodium borohydride were added in small portions to a solution of 9.00 g (49.9 mmol; 1.0 eq) of (5-methylfuran-2-yl)-(R)-tetrahydrofuran-2-ylmethanone in 100 ml of tetrahydrofuran cooled to 0° C. The reaction medium was stirred at ambient temperature for 3 hours. The reaction medium was poured into 200 ml of ethyl acetate and then 100 ml of water were added. The aqueous phase was extracted with ethyl acetate and then the organic phases were combined, washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, filtered and evaporated. 8.10 g de (5-methylfuran-2-yl)-(R)-tetrahydrofuran-2-ylmethanol were obtained. Yield=92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388149B2
Source datasetuspto-grants-2016_07
ORD IDord-2df950fd953348f8a9025a74d8ac4451
Source noteuspto-grants-2016_07