HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 6-[2-Methoxy-4-(thiophen-2-ylcarbonyloxy)phenyl]-5-(4-methylbenzoyloxymethyl)-2,2,4-trimethyl-1,2-dihydroquinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Thiophenecarbonyl chloride | HCID 78928 | — |
| Reactant | 6-(4-Hydroxy-2-methoxyphenyl)-5-(4-methylbenzoyloxymethyl)-2,2,4-trimethyl-1,2-dihydroquinoline | HCID 16660654 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-[2-Methoxy-4-(thiophen-2-ylcarbonyloxy)phenyl]-5-(4-methylbenzoyloxymethyl)-2,2,4-trimethyl-1,2-dihydroquinoline | HCID 57990584 | 93% |
Reaction Steps
6-(4-Hydroxy-2-methoxyphenyl)-5-(4-methylbenzoyloxymethyl)-2,2,4-trimethyl-1,2-dihydroquinoline (Reference Compound No. 3-1, 25.6 mg, 0.0577 mmol) was dissolved in anhydrous methylene dichloride (1 mL), and then triethylamine (19 μL, 0.14 mmol) and 2-thenoyl chloride (11.2 mg, 0.0764 mmol) were added thereto. The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was purified by silica gel column chromatography (hexane-ethyl acetate) to give the titled compound (28.8 mg) as a pale yellow amorphous product. (Yield 93%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008497B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-79f6d705c7714f85819e997eb33bb683 |
| Source note | uspto-grants-2011_08 |