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Water → 2-(5-Methyl-2-thienyl)ethanamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Potassium sodium tartarate | HCID 9855836 | — |
| 反応物 | Aluminium lithium hydride | HCID 21226445 | — |
| 反応物 | 2-Methyl-5-(2-nitro-vinyl)-thiophene | HCID 53915876 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | 2-(5-Methyl-2-thienyl)ethanamine | HCID 14788189 | 20.3% |
反応手順
Add 2-methyl-5-(2-nitrovinyl)thiophene (483 mg crude, 2.855 mmol, 1 eq) as a solution in diethyl ether (15 mL) to a solution of lithium aluminum hydride (227 mg, 5.995 mmol, 2.1 eq) in diethyl ether (5.995 mL) at a rate such as to maintain gentle reflux of the solution. Stir reaction for 5 minutes. Cautiously add water followed by several small portions of potassium sodium tartrate. Stir reaction vigorously for 1 hour and then let stand overnight. Separate organics, dry with magnesium sulfate, and concentrate on rotovap to give 360 mg of crude product as an oil. Perform column chromatography to give 82 mg (20% yield) of 2-(5-methylthiophen-2-yl)ethylamine. MS (m/e): 142.0 (MH+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07265246B2 |
| 出典データセット | uspto-grants-2007_09 |
| ORD ID | ord-d4000a2965774253ad3b57b539091f4c |
| 出典メモ | uspto-grants-2007_09 |