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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404179Generated: November 3, 2026

Tributylphosphine → HCID 90406160, compound

https://huagongshe.com/reaction/1404179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantEthyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoateHCID 23136305—
ReactantHCID 90406977HCID 90406977—
SolventTolueneHCID 1140—
ProductHCID 90406160HCID 9040616046.2%

Reaction Conditions

Temperature60 °C

Reaction Steps

Into a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed [1-phenyl-3-(trifluoromethyl)-1H-pyrrol-2-yl]methanol (260 mg, 1.05 mmol, 1.00 equiv, 97%), ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate (281 mg, 1.22 mmol, 1.20 equiv), ADDP (642 mg, 2.56 mmol, 2.50 equiv), Bu3P (309 mg, 1.53 mmol, 1.50 equiv) and toluene (5 mL). The resulting solution was stirred overnight at 60° C. in an oil bath. The resulting mixture was then concentrated under vacuum. The resulting mixture was washed with diethyl ether (50 mL). The resulting residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1:5) to yield ethyl 3-(3,5-difluoro-4-[[1-phenyl-3-(trifluoromethyl)-1H-pyrrol-2-yl]methoxy]phenyl)propanoate as yellow oil (220 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912227B1
Source datasetuspto-grants-2014_12
ORD IDord-670ce99221dd42bea5e1532c9e612282
Source noteuspto-grants-2014_12