HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 3-Benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,6-Dibromohexane | HCID 12368 | — |
| Reactant | HCID 178515542 | HCID 178515542 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Benzyl-4-(6-bromohexyloxy)-8-(trifluoromethyl)quinoline | HCID 66870727 | 86% |
Reaction Steps
A DMF (3 mL) solution of 3-benzyl-8-(trifluoromethyl)quinolin-4-ol (500 mg, 1.65 mmol), 1,6-dibromohexane (3.22 g, 13.20 mmol), and potassium carbonate (455.7 mg, 3.30 mmol) was stirred at room temperature overnight. The reaction solution was added with water and extracted with ethyl acetate. Subsequently, the organic layer was washed with brine, dried using anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (hexane:ethyl acetate), and the title compound (660 mg, yield 86%) was obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008306B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-679d1fe8ff274aac8f0a1803a70366b1 |
| Source note | uspto-grants-2011_08 |