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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968465Generated: October 30, 2026

Tributylphosphine → HCID 58027129, compound

https://huagongshe.com/reaction/1968465

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
Reactant5-Fluoro-2-methylphenolHCID 2774616—
Reactant5-Hydroxymethyl-6-(2-methoxy-4-methoxymethoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinolineHCID 57990585—
SolventBenzeneHCID 241—
SolventHexaneHCID 8058—
ProductHCID 58027129HCID 5802712962%

Reaction Steps

5-Hydroxymethyl-6-(2-methoxy-4-methoxymethoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Reference Compound No. 1-1, 511.7 mg, 1.39 mmol), 5-fluoro-2-methylphenol (182 μL, 1.67 mmol), tri-n-butylphosphine (521 μL, 2.09 mmol), and 1,1′-(azodicarbonyl) dipiperidine (526 mg, 2.08 mmol) were dissolved in anhydrous benzene (8 mL), and then the mixture was stirred under argon atmosphere at room temperature for 1 hour. Hexane (15 mL) was added to the reaction mixture, and the unsoluble materials were filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled reference compound (411.4 mg) as a colorless amorphous product. (Yield 62%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426406B2
Source datasetuspto-grants-2013_04
ORD IDord-a5f93f254a4b4e86952d998e048c7e43
Source noteuspto-grants-2013_04