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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050971Generated: October 31, 2026

Water → HCID 89525504, compound

https://huagongshe.com/reaction/1050971

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 64166051HCID 64166051—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89525504HCID 89525504101.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

6.69 g (0.18 mol; 1.20 eq) of sodium borohydride were added in small portions to a solution of 30.24 g (0.15 mol; 1.0 eq) of (5-methylfuran-2-yl)-(tetrahydrothiophen-2-yl)methanone in 300 ml of tetrahydrofuran and 50 ml of methanol cooled to 0° C. The reaction medium was stirred at ambient temperature for 3 hours. The reaction medium was poured into 400 ml of ethyl acetate and then 200 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. 30.22 g of (5-methylfuran-2-yl)-(tetrahydrothiophen-2-yl)methanol were obtained. Quantitative yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388149B2
Source datasetuspto-grants-2016_07
ORD IDord-910fa3ce948a4aab940d8e76049c195a
Source noteuspto-grants-2016_07