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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397483Generated: October 30, 2026

Water → [2-(Aminomethyl)-5-chlorophenyl]methanol

https://huagongshe.com/reaction/397483

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 5-chloro-2-cyanobenzoateHCID 12052442—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product[2-(Aminomethyl)-5-chlorophenyl]methanolHCID 12052443—

Reaction Steps

To LAH (1 M/Et2O, 104.4 ml, 104.4 mmol) in anhydrous THF (300 ml) at 0° C. was added methyl 5-chloro-2-cyanobenzoate (9.28 g, 0.512 mmol) maintaining the temperature below 20° C. After one half hour, quenched at OC with water (3.97 ml), NaOH (1N, 11.9 ml, 11.9 mmol) and water (3.97 ml). A precipitate was filtered out and washed with THF. The filtrate was concentrated in vacuo and was used immediately in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610701B2
Source datasetuspto-grants-2003_08
ORD IDord-7fc46edf7e1b46b690ac33f7d5d055ae
Source noteuspto-grants-2003_08