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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2422286Generated: October 31, 2026

Tributylphosphine → HCID 23082914, compound

https://huagongshe.com/reaction/2422286

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantBenzenepropanoic acid, 4-hydroxy-, methyl esterHCID 79706—
Reactant3-(1-Phenylethenyl)benzenemethanolHCID 13102742—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 23082914HCID 2308291486.1%

Reaction Steps

A solution of methyl 3-(4-hydroxyphenyl)propanoate (0.360 g, 2.00 mmol), [3-(1-phenylvinyl)phenyl]methanol (0.421 g, 2.00 mmol) and tributylphosphine (0.747 mL, 3.00 mmol) in toluene (30 mL) was stirred under ice-cooling, 1,1′-(azodicarbonyl)dipiperidine (0.757 g, 3.00 mmol) was added by small portions under a nitrogen atmosphere, and the mixture was stirred at room temperature for 18 hrs. Hexane (15 mL) was added to the reaction mixture, the precipitated insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane-20% ethyl acetate/hexane) to give the title compound as a colorless oil (0.641 g, yield 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960369B2
Source datasetuspto-grants-2011_06
ORD IDord-9331a3fafa7a4b0bbcae1ff21a61030e
Source noteuspto-grants-2011_06