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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2058885Generated: October 25, 2026

Benzylaniline → 1-cyclopentyl-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide

https://huagongshe.com/reaction/2058885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylanilineHCID 66028—
ReactantP-Cyclopentylphosphonic dichlorideHCID 15267393—
SolventMethylcyclohexaneHCID 7962—
Product1-cyclopentyl-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxideHCID 13037486—

Reaction Steps

The procedure of Example 1 was employed utilizing N-benzylaniline and cyclopentyl phosphonic dichloride. The crude product produced as a result of the chromatographic separation was slurried in methylcyclohexane and further purified on a chromatographic system employing an alumina column using chloroform (containing 0.75% ethyl alcohol) as the eluant. Fractions containing the benzazaphosphole were crystallized using benzene and methylcyclohexane to yield 1-cyclopentyl-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide as a yellow solid. A second crop was obtained to give a total yield of 0.85 g (5% yield) of 1-cyclopentyl-2-phenyl-2,3-dihydro-1H-2,1-benzazaphosphole-1-oxide having a melting point of 123°-125° C. and the following analysis:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04319913
Source datasetuspto-grants-1982_03
ORD IDord-5476abfdd4bc497aa3d939192c2ef6dc
Source noteuspto-grants-1982_03