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2,2-Diethoxyethylamine → 1-(aminomethyl)-N-methyl-N-phenyl-3,4-dihydro-1H-2-benzopyran-6-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2,2-Diethoxyethylamine | HCID 69524 | — |
| 反応物 | 2-{3-[Methyl(phenyl)amino]phenyl}ethan-1-ol | HCID 11310715 | — |
| 溶媒 | 1,4-Dioxane hydrochloride | HCID 20443148 | — |
| 生成物 | 1-(aminomethyl)-N-methyl-N-phenyl-3,4-dihydro-1H-2-benzopyran-6-amine | HCID 118598219 | 13% |
反応手順
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.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09447046B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-968ba762155a4ad98ce7ffc10d8d3e05 |
| 出典メモ | uspto-grants-2016_09 |