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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921414Generated: October 25, 2026

Benzylamine → 1-Benzyl-4-methyl-1,4-azaphosphinane 4-oxide

https://huagongshe.com/reaction/921414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
Reactant(Ethenyl(methyl)phosphoryl)etheneHCID 57973285—
SolventOxolane--water (1/1)HCID 21881883—
Product1-Benzyl-4-methyl-1,4-azaphosphinane 4-oxideHCID 6683324670.3%

Reaction Steps

A solution of methyl divinyl phosphine oxide (1.16 g, 10.0 mmol) and benzylamine (1.20 mL, 11.0 mmol) in 1:1 THF/water (25 mL) was heated at reflux for 16 h. The reaction mixture was concentrated in vacuo and the residue was purified by silica gel chromatography (0-10% 7N ammonia in methanol:dichloromethane) to afford 1-benzyl-4-methyl-[1,4]azaphosphinane-4-oxide as a white solid (1.57 g, 70% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273077B2
Source datasetuspto-grants-2016_03
ORD IDord-139d0d9ddcea4e31963458b0f2a6cc9c
Source noteuspto-grants-2016_03