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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1691534Generated: November 1, 2026

Tributylphosphine → HCID 59364070, compound

https://huagongshe.com/reaction/1691534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant{4'-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2',6'-dimethylbiphenyl-3-yl}methanolHCID 59342608—
ReactantMethyl 2-(4-hydroxyphenyl)cyclopropane-1-carboxylateHCID 59364069—
SolventTolueneHCID 1140—
SolventHexaneHCID 8058—
ProductHCID 59364070HCID 59364070100.2%

Reaction Steps

A solution of methyl 2-(4-hydroxyphenyl)cyclopropanecarboxylate (0.156 g, 0.813 mmol), {4′-[(1,1-dioxidotetrahydro-2H-thiopyran-4-yl)oxy]-2′,6′-dimethylbiphenyl-3-yl}methanol (0.395 g, 0.739 mmol) and tributylphosphine (0.298 g, 1.47 mmol) in toluene (15 mL) was stirred, 1,1′-(azodicarbonyl)dipiperidine (0.372 g, 1.47 mmol) was added, and the mixture was stirred at room temperature for 4 hr. Hexane (15 mL) was added to the reaction mixture and the precipitated insoluble material was filtrated. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=20:80-40:60) to give the title compound (0.396 g, yield 91%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153694B2
Source datasetuspto-grants-2012_04
ORD IDord-7a3856da796345259bc51ac9b977fe6b
Source noteuspto-grants-2012_04