HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-1-(4-bromophenyl)-N-(2-(2-isopropyl-1,3-dioxolan-2-yl)ethyl)ethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (alphaS)-4-Bromo-alpha-methylbenzenemethanamine | HCID 852999 | — |
| Reactant | 2-(2-Isopropyl-1,3-dioxolan-2-yl)ethyl methanesulfonate | HCID 10705103 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | (S)-1-(4-bromophenyl)-N-(2-(2-isopropyl-1,3-dioxolan-2-yl)ethyl)ethanamine | HCID 58109166 | 38% |
Reaction Steps
To a solution of methanesulfonic acid 2-(2-isopropyl-[1,3]dioxolan-2-yl)-ethyl ester (12 g, 50 mmol) and (S)-1-(4-bromophenyl)ethanamine (19.9 g, 100 mmol) in CH3CN (250 mL) was added K2CO3 (8 g, 58 mmol), and the mixture was refluxed for 10 h. The solution was filtered, and the filtrate was concentrated to afford the crude product, which was purified by column chromatography to give [(S)-1-(4-bromophenyl)-ethyl]-[2-(2-isopropyl-[1,3]dioxolan-2-yl)-ethyl]-amine (6.5 g, 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08846668B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-abbecd99663840539e4f37761a82b03f |
| Source note | uspto-grants-2014_09 |