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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049487Generated: October 30, 2026

Tributylphosphine → Ethyl 3-(3-(((2-(2-cyano-2-methylpropyl)-2'-fluoro-5'-methoxybiphenyl-4-yl)oxy)methyl)phenyl)-3-cyclopropylpropanoate

https://huagongshe.com/reaction/1049487

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantEthyl 3-cyclopropyl-3-(3-(hydroxymethyl)phenyl)propanoateHCID 117759876—
Reactant3-(2'-Fluoro-4-hydroxy-5'-methoxybiphenyl-2-yl)-2,2-dimethylpropanenitrileHCID 117760136—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductEthyl 3-(3-(((2-(2-cyano-2-methylpropyl)-2'-fluoro-5'-methoxybiphenyl-4-yl)oxy)methyl)phenyl)-3-cyclopropylpropanoateHCID 11775956284.4%

Reaction Steps

To a solution of 3-(2′-fluoro-4-hydroxy-5′-methoxybiphenyl-2-yl)-2,2-dimethylpropanenitrile (136 mg), ethyl 3-cyclopropyl-3-(3-(hydroxymethyl)phenyl)propanoate (136 mg) and tributylphosphine (0.22 mL) in toluene (5.0 mL) was added 1,1′-(azodicarbonyl)dipiperidine (225 mg), and the mixture was stirred at room temperature for 1 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (203 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-87296c1b6aa84989981ba95ca63b397d
Source noteuspto-grants-2016_07