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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1927251Generated: November 3, 2026

Ammonia → 4-(5-Chloro-furan-2-ylmethyl)-benzylamine

https://huagongshe.com/reaction/1927251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant4-((5-Chloro-furan-2-yl)-hydroxy-methyl)-benzonitrileHCID 59255116—
SolventTetrahydrofuranHCID 8028—
Product4-(5-Chloro-furan-2-ylmethyl)-benzylamineHCID 5925539770.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a suspension of THF (40 mL) and LAH (2.4 g) was added aluminum chloride (9.7 g) at 0° C., which was stirred until the aluminum chloride dissolved. 4-((5-Chloro-furan-2-yl)-hydroxy-methyl)-benzonitrile (2.4 g) described in Manufacturing Example 16-1 was then added thereto at 0° C., which was stirred for 4 hours and 30 minutes at room temperature. An aqueous ammonia solution was added at 0° C. to the reaction suspension, which was filtered through Celite, and the solvent was evaporated from the filtrate under a reduced pressure. The residue was purified by NH silica gel column chromatography (heptane:ethyl acetate=1:2) to obtain the titled compound (1.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183264B2
Source datasetuspto-grants-2012_05
ORD IDord-a9f7d737c6df40d285c2e72ec89d0831
Source noteuspto-grants-2012_05