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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006563Generated: October 29, 2026

Water → 5-Chloro-2-(hydroxymethyl)phenol

https://huagongshe.com/reaction/1006563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl 4-chloro-2-hydroxybenzoateHCID 327085—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-2-(hydroxymethyl)phenolHCID 32714885.7%

Reaction Steps

To a solution of lithium aluminum hydride (1.1 g) in THF (50 ml), methyl 4-chloro-2-hydroxybenzoate (5.38 g; prepared in Reference Example 46.) in THF (50 ml) was added dropwise in a stream of argon at 0° C. After the solution was warmed to at room temperature, the solution was stirred for 30 minutes. To the reaction mixture, water was added. The mixture was extracted with mixture solution of ether-AcOEt, washed, dried over and concentrated under the reduced pressure. The residue was recrystallized from mixture solution of hexane-AcOEt to give the title compound (3.92 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790866B2
Source datasetuspto-grants-2004_09
ORD IDord-58e101d1045c46b491e231cf5a816c1c
Source noteuspto-grants-2004_09