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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1958010Generated: October 30, 2026

Water → (3-Chloro-2-methylphenyl)methanol

https://huagongshe.com/reaction/1958010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 3-chloro-2-methylbenzoateHCID 5077673—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product(3-Chloro-2-methylphenyl)methanolHCID 1316902294.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of lithium aluminium hydride (29.8 mL, 29.8 mmol) in THF was cooled to 0° C., and a solution of methyl 3-chloro-2-methylbenzoate (2.5 g, 13.54 mmol) in Tetrahydrofuran (THF) (20 mL) was added dropwise. The mixture was stirred at 0° C. for half hour, warmed up to RT gradually, and stirred at RT for 2 hours. Water and 6N NaOH (4 ml) were added to quench the reaction. The mixture was filtered and the filtrate was concentrated to afford the crude product as a white solid (2.0 g, 94%). 1H NMR (400 MHz, CDCl3) δppm 7.30˜7.35 (m, 2H), 7.16 (m, 1H), 4.74 (s, 2H), 2.40 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08410095B2
Source datasetuspto-grants-2013_04
ORD IDord-92c04c209d7144fe87e0610ba4b4a490
Source noteuspto-grants-2013_04