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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984941Generated: October 30, 2026

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

https://huagongshe.com/reaction/984941

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
ReactantBenzeneacetic acid, 4-hydroxy-, methyl esterHCID 518900—
Reactant3,3-Bis-(4-bromophenyl)prop-2-en-1-olHCID 22270304—
SolventTetrahydrofuranHCID 8028—
Product{4-[3,3-Bis-(4-bromo-phenyl)-allyloxy]-phenyl}-acetic Acid Methyl EsterHCID 1016475962%

Reaction Steps

Under a atmosphere of nitrogen, azodicarboxylic dipiperidide (504 mg, 2.0 mmol) was added at 0-5° C. to a stirred solution of tributylphosphine (404 mg, 2.0 mmol), methyl 4-hydroxyphenylacetate (250 mg, 1.5 mmol) and 3,3-bis-(4-bromophenyl)prop-2-en-1-ol (552 mg, 1.5 mmol) in dry THF (10 ml), the mixture stirred for 1 h, filtered and concentrated in vacuo. The crude product was then purified by column chromatography on silica (toluene eluent). The purified product was suspended in petroleum ether, filtered to give 480 mg (62%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06869967B2
Source datasetuspto-grants-2005_03
ORD IDord-b29ddc4592994e9692b51603f618b63c
Source noteuspto-grants-2005_03