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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30761Generated: October 25, 2026

Ethanol → 2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethan-1-ol

https://huagongshe.com/reaction/30761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl 2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)acetateHCID 3464653—
ReactantSodium borohydrideHCID 4311764—
SolventWaterHCID 962—
Product2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy)ethan-1-olHCID 2313419298.5%

Reaction Steps

Sodium borohydride (0.33 g) was added to a mixture of ethyl [4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]-acetate (1.33 g), tetrahydrofuran (10 mL) and ethanol (10 mL). The mixture was stirred at room temperature for 4 hrs, and water was added. The resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=2/1) to afford the title compound (1.13 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423185B2
Source datasetuspto-grants-2008_09
ORD IDord-bbf95566f52e4ad68e69211467a2c659
Source noteuspto-grants-2008_09