関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-Aminocyclohexanecarboxylic acid | HCID 1366 | — |
| 反応物 | Boron trifluoride etherate | HCID 8000 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | Diboron | HCID 6328200 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Oxolane--water (1/1) | HCID 21881883 | — |
| 生成物 | (1-Aminocyclohexyl)methanol | HCID 409153 | 73.2% |
反応手順
1-Amino-1-cyclohexanecarboxylic acid(51.5 g, Aldrich) was added to 150 ml of THF followed by boron trifluoride etherate(27 ml, Aldrich). The reaction mixture was heated to 40° C., stirred for 10 minutes and then a 1.0M solution of diborane(380 ml, Aldrich) was added. The mixture was refluxed for 2 hr, cooled and added THF/water (1:1,25 ml) followed by 6N NaOH(95 ml). The reaction mixture was refluxed for 2 hr, cooled to room temperature and the organic layer was separated, washed with brine, dried and concentrated to give a light yellow oil (34.0 g). 1H NMR consistent with the proposed structure.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 特許番号 | US05817652 |
|---|
| 出典データセット | uspto-grants-1998_10 |
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| ORD ID | ord-c0bd5afdf5d24bb9be41dc17dd574719 |
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| 出典メモ | uspto-grants-1998_10 |
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