HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,2-Diethoxyethylamine → 1-(aminomethyl)-N-methyl-N-phenyl-3,4-dihydro-1H-2-benzopyran-6-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,2-Diethoxyethylamine | HCID 69524 | — |
| Edukt | 2-{3-[Methyl(phenyl)amino]phenyl}ethan-1-ol | HCID 11310715 | — |
| Lösungsmittel | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| Produkt | 1-(aminomethyl)-N-methyl-N-phenyl-3,4-dihydro-1H-2-benzopyran-6-amine | HCID 118598219 | 13% |
Reaktionsschritte
2-{3-[Methyl(phenyl)amino]phenyl}ethan-1-ol (1.0 g, 4.4 mmol) was stirred in 4N HCl/dioxane (8 mL) at 0° C. Aminoacetaldehyde diethyl acetal (880 mg, 6.6 mmol) was added, and the reaction stirred for at r.t. for 1 h and then at 108° C. in the microwave for 1 h. The solution was concentrated and purified by silica gel chromatography (0% to 20% MeOH/DCM) to give 150 mg (13%) of the title compound as a yellow oil. [M+H] Calc'd for C17H20N2O, 269. Found, 269.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447046B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-968ba762155a4ad98ce7ffc10d8d3e05 |
| Quellennotiz | uspto-grants-2016_09 |