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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1276822Generated: November 2, 2026

2,2-Bis(diphenylphosphinomethyl)-3-cyclopenta-dienyl-1-propanol → 3-Cyclopentadienyl-2-(5-dibenzophospholylmethyl)-2-(diphenylphosphinomethyl)-1-propanol

https://huagongshe.com/reaction/1276822

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,2-Bis(diphenylphosphinomethyl)-3-cyclopenta-dienyl-1-propanolHCID 15397592—
ReactantHCID 129671872HCID 129671872—
Reactant3-(Cyclopentadienylmethyl)-3-(diphenylphosphino-methyl)oxetaneHCID 131722246—
ReactantButyllithiumHCID 178418339—
Product3-Cyclopentadienyl-2-(5-dibenzophospholylmethyl)-2-(diphenylphosphinomethyl)-1-propanolHCID 131722245—

Reaction Steps

The preparation was carried out using a method similar to that for 3a. 1.6 g (4.8 mmol) of 2a were deprotonated with 2 ml (4.8 mmol) of n-BuLi solution and reacted with 1.2 equivalents of lithium dibenzophospholide solution to give the crude product 3c. The colorless oil which remained was dissolved in methylene chloride and absorbed on kieselguhr. This was followed by flash chromatography on silica gel (23*4 cm; eluant: PE/diethyl ether in a ratio of 8.5:1.5, RF =0.27). This gave 1.36 g (55%) of 3c in the form of a colorless, viscous oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06166234
Source datasetuspto-grants-2000_12
ORD IDord-1a9f7612964a4811966d897ce5ec5c59
Source noteuspto-grants-2000_12