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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 450331Generated: October 29, 2026

Aluminium lithium hydride → 3-(Aminomethyl)-2,6-dichloro-5-fluoroaniline

https://huagongshe.com/reaction/450331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
Reactant3-Amino-2,4-dichloro-5-fluorobenzamideHCID 86674496—
SolventTetrahydrofuranHCID 8028—
Product3-(Aminomethyl)-2,6-dichloro-5-fluoroanilineHCID 82507734—

Reaction Steps

2,4-Dichloro-5-fluoro-3 amino-benzamide (6.00 g, 26.9 mmol) in THF (175 mL) is added dropwise to LiAlH4 (1 M in THF, 28.0 mL) in THF (175 mL). The reaction mixture is stirred for 1 h at rt and 5 h at reflux. Excess LiAlH4 is destroyed under cooling as described by L. F. Fieser & M. Fieser Vol 1, p 584 Wiley 1967. After 30 min the mixture is filtered, the filtrate is concentrated, diluted with Et2O and the precipitate is collected.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486968B2
Source datasetuspto-grants-2013_07
ORD IDord-eb0c9a939d774358996ac3fe406ed8e9
Source noteuspto-grants-2013_07