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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181645Generated: October 25, 2026

Pentyltriphenylphosphonium bromide → (Butylmethylene)triphenylphosphorane

https://huagongshe.com/reaction/1181645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPentyltriphenylphosphonium bromideHCID 2724565—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
Reactant1-(3,5-Dimethoxyphenyl)-1-(hex-1-enyl)-cyclopentaneHCID 69204664—
SolventTetrahydrofuranHCID 8028—
Product(Butylmethylene)triphenylphosphoraneHCID 10980496—

Reaction Conditions

Temperature10 °C

Reaction Steps

To a suspension of pentyltriphenylphosphonium bromide (5 equiv.) in dry THF (0.18M) at 0° C., under an argon atmosphere was added potassium bis(trimethylsilyl) amide (4.9 equiv.). The mixture was warmed to 10° C. and stirred for an additional 30 min to ensure complete formation of the orange ylide. The resulting slurry was used in the preparation of 1-(3,5-dimethoxyphenyl)-1-(hex-1-enyl)-cyclopentane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285683B2
Source datasetuspto-grants-2007_10
ORD IDord-5608aedb77d3428e9e4779505b624f9e
Source noteuspto-grants-2007_10