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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1171188Generated: November 4, 2026

Tetrahydrofuran → (6-Benzyloxy-benzofuran-2-yl)-methanol

https://huagongshe.com/reaction/1171188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantEthyl 6-(Benzyloxy)benzofuran-2-carboxylateHCID 57810532—
SolventWaterHCID 962—
Product(6-Benzyloxy-benzofuran-2-yl)-methanolHCID 5760826190%

Reaction Steps

To a tetrahydrofuran (370 mL) solution of 6-benzyloxy-benzofuran-2-carboxylic acid ethyl ester (18.4 g, 62.1 mmol) described in Production Example 1-2-1 was added lithium aluminum hydride (7.07 g, 186 mmol) at 0° C., which was stirred at room temperature for 4 hours. To the reaction mixture were added water (7.07 mL), 5 N aqueous sodium hydroxide solution (7.07 mL) and water (21.2 mL) at 0° C. After filtering the mixture through Celite, the filtrate was concentrated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=1:1) to obtain the title compound (14.2 g, 90%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07829585B2
Source datasetuspto-grants-2010_11
ORD IDord-f80340ace6ac4dfdad89798309d9f373
Source noteuspto-grants-2010_11