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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2091330Generated: November 1, 2026

Tributylphosphine → HCID 66777532, compound

https://huagongshe.com/reaction/2091330

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant2-(Methylthio)ethanolHCID 78925—
ReactantHCID 66777135HCID 66777135—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66777532HCID 6677753276%

Reaction Steps

Cyclohexyl(5-hydroxy-3-methyl-1-benzofuran-2-yl)methanone (0.76 g) synthesized in Example A82(3) was dissolved in tetrahydrofuran (15 mL), and 2-(methylthio)ethanol (0.26 mL), tributylphosphine (1.5 mL) and 1,1′-(azodicarbonyl)dipiperidine (1.46 g) were added to the solution under ice-cooling. The ice bath was removed, and the reaction mixture was stirred at room temperature for 12 hr. Hexane (15 mL) was added to the mixture, and the precipitate was filtered off through celite. Water was added to the filtrate, and the mixture was extracted with ethyl acetate. The extract was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:4, volume ratio) to give the title object compound (0.73 g, 76%) as a pale-yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436043B2
Source datasetuspto-grants-2013_05
ORD IDord-bac6445a30854b3e8b91fe8fcdd1490c
Source noteuspto-grants-2013_05