참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 1-Aminocyclohexanecarboxylic acid | HCID 1366 | — |
| 반응물 | Boron trifluoride etherate | HCID 8000 | — |
| 반응물 | Sodium Hydroxide | HCID 14798 | — |
| 반응물 | Diboron | HCID 6328200 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 용매 | Oxolane--water (1/1) | HCID 21881883 | — |
| 생성물 | (1-Aminocyclohexyl)methanol | HCID 409153 | 73.2% |
반응 단계
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.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US05817652 |
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| 출처 데이터셋 | uspto-grants-1998_10 |
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| ORD ID | ord-c0bd5afdf5d24bb9be41dc17dd574719 |
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| 출처 메모 | uspto-grants-1998_10 |
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