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Methyl iodide → Methyl (3RS)-2-[(methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl iodide | HCID 6328 | — |
| 反応物 | Carbon Disulfide | HCID 6348 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 2,3,4,9-Tetrahydro-1H-beta-carboline-3-carboxylic acid methyl ester | HCID 177728 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | Methyl (3RS)-2-[(methylthio)thiocarbonyl]-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate | HCID 13561978 | 65.6% |
反応手順
Methyl (3RS)-1,2,3,4-tetrahydro-β-carboline-3-carboxylate (2.30 g) is dissolved in methanol (50 ml) and thereto are added triethylamine (1.21 g) and carbon disulfide (920 mg). The mixture is stirred at room temperature for 20 minutes and thereto is added dropwise methyl iodide (1.70 g). The mixture is stirred for 4 hours and distilled under reduced pressure to remove the solvent. The residue is dissolved in ethyl acetate, and the mixture is washed with water, dried and distilled to remove the solvent. The residue is recrystallized from ether-n-hexane to give the title compound (2.10 g, 65.6%) as colorless needles, m.p. 132°-134° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04628057 |
| 出典データセット | uspto-grants-1986_12 |
| ORD ID | ord-836bbc67d48f436686a50a33da215470 |
| 出典メモ | uspto-grants-1986_12 |