HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(2-bromoethyl) ether → 1-(2-Fluoro-5-morpholin-4-yl-phenyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(2-bromoethyl) ether | HCID 21521 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-(5-Amino-2-fluorophenyl)ethanone | HCID 2781125 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(2-Fluoro-5-morpholin-4-yl-phenyl)ethanone | HCID 22605468 | 73.3% |
Reaction Steps
A mixture of 1-(5-amino-2-fluoro-phenyl)-ethanone (3.5 g), bromoethyl ether (5.929 g), and i-Pr2NEt (7.121 g) in toluene (20 mL) was refluxed for 16 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 residue was purified by silica gel flash chromatography (25% ethyl acetate in hexane) to give 3.74 g of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06831080B2 |
| Source dataset | uspto-grants-2004_12 |
| ORD ID | ord-741a641706fa49c083d8dcf5d9da262f |
| Source note | uspto-grants-2004_12 |