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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984943Generated: October 30, 2026

Tributylphosphine → {4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-3-chloro-phenyl}-acetic Acid Ethyl Ester

https://huagongshe.com/reaction/984943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
ReactantEthyl 3-chloro-4-hydroxyphenylacetateHCID 11031224—
Reactant3,3-Bis-(4-bromophenyl)prop-2-en-1-olHCID 22270304—
SolventTetrahydrofuranHCID 8028—
Product{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-3-chloro-phenyl}-acetic Acid Ethyl EsterHCID 1012050389%

Reaction Conditions

Temperature2.5 °C

Reaction Steps

A solution of tributylphosphine (955 μl, 3.0 mmol), 3-chloro-4-hydroxyphenylacetic acid ethyl ester (472 mg, 2.2 mmol) and 3,3-bis-(4-bromophenyl)prop-2-en-1-ol (736 mg, 2.0 mmol) in dry THF (15 ml) was stirred at 0-5° C. for 30 min, under a atmosphere of nitrogen. Azodicarboxylic dipiperidide (756 mg, 3.0 mmol) was added the mixture stirred at 0-5° C. for 2 h, and at room temperature over night. The reaction mixture was filtered and the filtrate concentrated in vacuo. The crude product was then purified by column chromatography on silica (eluent graduated from heptane to toluene) to give 1.0 g (89%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869967B2
Source datasetuspto-grants-2005_03
ORD IDord-747732c38f2f4f44ace3fc8d8176d064
Source noteuspto-grants-2005_03