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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2225723Generated: November 1, 2026

Triphenylphosphine → alpha-Oxo-4-[4-(3-pyridinyl)butoxy]benzeneacetic acid methyl ester

https://huagongshe.com/reaction/2225723

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantBenzeneacetic acid, 4-hydroxy-alpha-oxo-, methyl esterHCID 3084696—
Reactant3-PyridinebutanolHCID 13419136—
SolventTetrahydrofuranHCID 8028—
Productalpha-Oxo-4-[4-(3-pyridinyl)butoxy]benzeneacetic acid methyl esterHCID 5399995570.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

A stirred mixture of 4-hydroxy-alpha-oxobenzeneacetic acid methyl ester (1.14 g), 3-pyridinebutanol (1.04 g), triphenylphosphine (2.07 g), and tetrahydrofuran (25 mL) was stirred at 0° C. while adding dropwise a solution of diethyl azodicarboxylate (1.37 g) in tetrahydrofuran (10 mL). The mixture was stirred for 2 hours at 0° C. and evaporated to dryness. The material was purified by HPLC (hexane-acetone; 2:1) to provide 1.4 g of alpha-oxo-4-[4-(3-pyridinyl)butoxy]benzeneacetic acid methyl ester (4:1) molar hydrate as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05344843
Source datasetuspto-grants-1994_09
ORD IDord-c638c51050244ca5a59c36e99b3171d4
Source noteuspto-grants-1994_09