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Methanol → Tricyclo(3.3.1.13,7)dec-1-ylmethylamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | Dimethyl Sulfide | HCID 1068 | — |
| 反応物 | Tricyclo(3.3.1.13,7)decane-1-carboxamide | HCID 21686 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | 59% |
反応手順
To a solution of admantane-1-carboxamide (2 g, 11.17 mmol) in THF (50 mL) was added BH3.Me2S (10.2 M, 3.4 mL, 34.7 mmol) under nitrogen. The mixture was heated at reflux overnight. The solution was cooled to rt. Methanol (20 mL) was added to the solution. The mixture was concentrated under vacuum to give crude product, which was purified by chromatography on silica gel to afford (1-adamantyl)methylamine (1.09 g, 59%). 1H NMR (CDCl3, 400 MHz): δ=1.44-1.96 (m, 15H), 2.30 (s, 2H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08835426B2 |
| 出典データセット | uspto-grants-2014_09 |
| ORD ID | ord-6ea67caa19ef43d084cf1bbdb95ce0e3 |
| 出典メモ | uspto-grants-2014_09 |