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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 325757Generated: October 30, 2026

Benzaldehyde → Alpha-benzylaminobenzylphosphonic acid

https://huagongshe.com/reaction/325757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantBenzylamineHCID 7504—
ReactantPhosphorous acidHCID 107909—
SolventSodium CarbonateHCID 10340—
ProductAlpha-benzylaminobenzylphosphonic acidHCID 4469578—

Reaction Steps

The imine from benzaldehyde and benzylamine (65 g; 0.33 mole) was added to phosphorous acid (27.3 g; 0.33 mole) and the mixture stirred with heating. As the temperature reached 95°-100° the whole mixture became a homogeneous liquid which reacted vigorously as the temperature reached 115°-120°. The reaction mass became very viscous and was allowed to cool to a glass. This glass was dissolved in aqueous sodium carbonate and upon acidification gave N-benzyl α-aminobenzylphosphonic acid, mp 233°-4°, 90 g (98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04442286
Source datasetuspto-grants-1984_04
ORD IDord-0649751143724c3abfc0105473a5e3f7
Source noteuspto-grants-1984_04