HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tributylphosphine → HCID 58027129, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tributylphosphine | HCID 13831 | — |
| Reactant | 1,1'-(Azodicarbonyl)dipiperidine | HCID 73042 | — |
| Reactant | 5-Fluoro-2-methylphenol | HCID 2774616 | — |
| Reactant | 5-Hydroxymethyl-6-(2-methoxy-4-methoxymethoxyphenyl)-2,2,4-trimethyl-1,2-dihydroquinoline | HCID 57990585 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 58027129 | HCID 58027129 | 62% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08426406B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-a5f93f254a4b4e86952d998e048c7e43 |
| Source note | uspto-grants-2013_04 |