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Propylamine → N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)propan-1-amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Propylamine | HCID 7852 | — |
| 反応物 | 2,2-Dimethyl-1,3-dioxolane-4-carboxaldehyde | HCID 110702 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 溶媒 | 1,2-Dichloroethane | HCID 11 | — |
| 生成物 | N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)propan-1-amine | HCID 57577780 | 94.4% |
反応手順
To a solution of propylamine (0.72 mL, 7.7 mmol) and 2,2-dimethyl-1,3-dioxolane-4-carbaldehyde (1.0 g, 7.7 mmol) in 1,2-dichloroethane (25 mL) was added sodium triacetoxyborohydride (2.28 g, 10.8 mmol). The mixture was stirred for 1.5 h at room temperature. The reaction mixture was then quenched with sat'd aq NaHCO3 and extracted with EtOAc. The organic layer was dried with MgSO4, filtered, and concentrated under reduced pressure to give the crude material that was purified by silica gel flash column chromatography (CH2Cl2 to 10% MeOH in CH2Cl2, gradient) to afford 1.26 g (73%) of N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)propan-1-amine.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08524702B2 |
| 出典データセット | uspto-grants-2013_09 |
| ORD ID | ord-3cf4e12ef20e427cba563ac0e925fe95 |
| 出典メモ | uspto-grants-2013_09 |