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Acetic Acid → Methyl((quinolin-3-yl)methyl)amine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | 3-Quinolinecarboxaldehyde | HCID 83641 | — |
| 反応物 | Sodium cyanoborohydride | HCID 5003444 | — |
| 反応物 | Monomethylamine methanol | HCID 57454252 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | Methyl((quinolin-3-yl)methyl)amine | HCID 16494781 | 48.2% |
反応手順
A solution of 3-quinolinecarboxaldehyde (1.5 g, 10 mmole), 2.0 M CH3NH2/MeOH (10 mL, 20 mmole), glacial AcOH (0.6 mL, 10 mmole), and NaBH3CN (0.35 g, 11 mmole) in MeOH (20 mL) was stirred at RT overnight, then was concentrated in vacuo. The residue was diluted with 5% NaOH and extracted with CH2Cl2. The combined organic extracts were washed with brine, dried over MgSO4, and concentrated. Flash chromatography on silica gel (10% MeOH/CH2Cl2) gave the title compound (0.83 g, 24%) as a slightly yellow viscous oil: MS (ES) m/e 173 (M+H)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07741339B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-72e0a1d798ad4dd1ba89fbb0b193a327 |
| 出典メモ | uspto-grants-2010_06 |