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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167387Generated: November 1, 2026

Tributylphosphine → HCID 90406160, compound

https://huagongshe.com/reaction/2167387

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 numberUS09045454B2
Source datasetuspto-grants-2015_06
ORD IDord-90679e7c68d54d4492ca9db4d9e1b7b7
Source noteuspto-grants-2015_06