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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049562Generated: October 31, 2026

Tributylphosphine → Ethyl 3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)oxy)methyl)phenyl)hex-4-ynoate

https://huagongshe.com/reaction/1049562

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant2'-Fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-olHCID 117759632—
ReactantEthyl 3-(3-(hydroxymethyl)phenyl)hex-4-ynoateHCID 117760135—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 3-(3-(((2'-fluoro-5'-methoxy-2-neopentyl-[1,1'-biphenyl]-4-yl)oxy)methyl)phenyl)hex-4-ynoateHCID 11775972682.1%

Reaction Steps

Under a nitrogen atmosphere, to a solution of ethyl 3-(3-(hydroxymethyl)phenyl)hex-4-ynoate (100 mg) and 2′-fluoro-5′-methoxy-2-neopentyl-[1,1′-biphenyl]-4-ol (117 mg) in THF (5.8 mL) were added 1,1′-(azodicarbonyl)dipiperidine (164 mg) and tributylphosphine (160 μL) at room temperature, and the mixture was stirred for 16 hr. 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 (172 mg) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382188B2
Source datasetuspto-grants-2016_07
ORD IDord-5ff2a2e95a3a475693d9471154251cd8
Source noteuspto-grants-2016_07