HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(2-bromoethyl) ether → 2,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(2-bromoethyl) ether | HCID 21521 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(3-Aminophenyl)-2,2,2-trifluoroethanone oxime | HCID 73985693 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,2,2-Trifluoro-1-(3-morpholin-4-yl-phenyl)-ethanone oxime | HCID 73985688 | 89.3% |
Reaction Steps
A mixture of 1-(3-aminophenyl)-2,2,2-trifluoroethanone oxime (1.7 g), bromoethyl ether (2.246 g), and i-Pr2NEt (2.57 g) in toluene (20 mL) was refluxed for 4 hours. After cooling, the reaction mixture was quenched with water. The aqueous layer was extracted with dichloromethane, and the combined organic layers were dried over magnesium sulphate, filtered and concentrated in vacuo. The crude product was purified by silica gel flash chromatography (50% ethyl acetate in hexane) to give the title compound as an oil (2.04 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831080B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-5c57a140ed5342678bcecd7b8bbc7fd2 |
| Source note | uspto-grants-2004_12 |