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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4534Generated: October 28, 2026

Water → (2-(Benzyloxy)phenyl)methanamine

https://huagongshe.com/reaction/4534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
Reactant2-(Benzyloxy)benzamideHCID 296051—
ReactantAluminium lithium hydrideHCID 21226445—
SolventDiethyl EtherHCID 3283—
Product(2-(Benzyloxy)phenyl)methanamineHCID 13754432—

Reaction Steps

In a Soxhlet apparatus 18.4 g of lithium aluminium hydride in 1800 ml of dry ether are boiled under a nitrogen atmosphere at a bath temperature of 70°, 5.3 g of 2-benzyloxybenzamide being introduced into the Soxhlet thimble. After 21 hours the reaction mixture is immersed in an ice bath, and 18.4 ml of water, 18.4 ml of 15% sodium hydroxide solution and 55 ml of water are added dropwise in succession, whilst stirring. The temperature may be allowed to rise to a maximum of +10°. Stirring of the mixture is then continued at 20° and the resulting precipitate is suction-filtered and washed with ether. The filtrate is concentrated by evaporation in vacuo and the oil remaining is stirred with 500 ml of 10% hydrochloric acid and 400 ml of ether for 2 hours, whilst cooling with ice. The precipitated 2-benzyloxybenzylamine hydrochloride is suction-filtered, washed with water and ether and dried in vacuo. Melting point 190°-191°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04727067
Source datasetuspto-grants-1988_02
ORD IDord-da6fedaf49bb44f0a01d1ff0ecf5e09e
Source noteuspto-grants-1988_02