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Butanal → methyl (1RS, 3RS)-cis-1-n-propyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate hydrochloride
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Butanal | HCID 261 | — |
| 反応物 | methyl 2-amino-3-(1H-indol-3-yl)propanoate hydrochloride | HCID 2827264 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | methyl (1RS, 3RS)-cis-1-n-propyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate hydrochloride | HCID 86741021 | 38.5% |
反応手順
A mixture of DL-tryptophan methyl ester hydrochloride (33 g), n-butyraldehyde (21.0 g) and methanol (450 ml) is refluxed for 48 hours. After the reaction, the reaction mixture is concentrated to about 1/3 in volume and allowed to stand. The precipitated crystals are collected by filtration and recrystallized from methanol to give methyl (1RS, 3RS)-cis-1-n-propyl-1,2,3,4-tetrahydro-β-carboline-3-carboxylate hydrochloride (15.4 g, 38.4%) as colorless prisms, m.p. 205°-207° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04612317 |
| 出典データセット | uspto-grants-1986_09 |
| ORD ID | ord-867da906609240f199ae86d2289c2afe |
| 出典メモ | uspto-grants-1986_09 |