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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 531054Generated: November 2, 2026

Tetrahydrofuran → 4,5-Dicyclopropyl-2-ethoxybenzenemethanol

https://huagongshe.com/reaction/531054

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 4,5-dicyclopropyl-2-ethoxybenzoateHCID 90423797—
SolventWaterHCID 962—
Product4,5-Dicyclopropyl-2-ethoxybenzenemethanolHCID 9042393297.6%

Reaction Steps

A THF (15 mL) solution of methyl 4,5-dicyclopropyl-2-ethoxybenzoate (3.26 g) was added at 0° C. to a mixture of lithium aluminum hydride (1.09 g) and THF (65 mL), and the resultant mixture was stirred at room temperature for 1 hour in a nitrogen atmosphere. Water (1 mL), a 1 M aqueous sodium hydroxide solution (1 mL), and water (3 mL) were added in this order to the reaction mixture at 0° C., and the mixture was filtered through celite. Then, the filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (hexane/ethyl acetate) to obtain the title compound (2.84 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09353108B2
Source datasetuspto-grants-2016_05
ORD IDord-5ec82e1b01784cc8ab4f28c7b3cf4312
Source noteuspto-grants-2016_05