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3-(1-Methylpyrrolidin-2-yl)pyridine → (R)-Nicotine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-(1-Methylpyrrolidin-2-yl)pyridine | HCID 942 | — |
| 反応物 | Isopropanol | HCID 3776 | — |
| 反応物 | dibenzoyl-L(+)tartaric acid | HCID 12362976 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 生成物 | (R)-Nicotine | HCID 157672 | 57.6% |
反応手順
A mixture of dibenzoyl-l-tartaric acid (58 g, 0.154 mol), 100 ml isopropanol and (R,S)-nicotine (25 g, 0.154 mol) was stirred for 1 hr and heated to reflux. While refluxing, 50 ml methanol was added and continued as in Example 1 to get (R)-nicotine (7.2 g, 57.6% yield) 99.85% GC, optical rotation: +141°, 99.9% chiral purity by HPLC.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08378111B2 |
| 出典データセット | uspto-grants-2013_02 |
| ORD ID | ord-39b0e72307044c84870e7de79c6b53c9 |
| 出典メモ | uspto-grants-2013_02 |