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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 987136Generated: October 27, 2026

Triphenylphosphine → Triphenylphosphine Oxide

https://huagongshe.com/reaction/987136

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantMethyl 2-(4-hydroxybenzyl)butanoateHCID 22988421—
Reactant2-[4-(Methylsulfonyl)phenyl]-1-ethanolHCID 22988427—
SolventDichloromethaneHCID 6344—
ProductTriphenylphosphine OxideHCID 13097—

Reaction Steps

Methyl 2-(4-hydroxybenzyl)butanoate (0.50 g; 2.5 mmole) and 2-[4-(methylsulfonyl)phenyl]ethanol (0.52 g, 2.5 mmole) were mixed in dichloromethane (10 ml). ADDP (0.76 g, 3.0 mmole) was added followed by addition of triphenylphosphine ((0.79 g, 3.0 mmole). The reaction was interrupted after 16 hours. Triphenylphosphine oxide formed in the reaction was filtered off and the filtrate was evaporated. Chromatography of the crude material from methanol and dichloromethane, gradient eluation from 0-32% gave 0.64 g (66% yield) of the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06630509B2
Source datasetuspto-grants-2003_10
ORD IDord-8338b72c4c834992ae4b275bc0af7d9b
Source noteuspto-grants-2003_10