Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Edukt | HCID 178479263 | HCID 178479263 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 178511560 | HCID 178511560 | 90% |
Reaktionsschritte
To a stirred suspension of trans-4-aminocyclohexanecarboxylic acid hydrochloride (0.5 g, 2.8 mmol) in anhydrous THF (10 mL) at 0° C. under argon was added dropwise lithium aluminum hydride (2 M solution in THF, 5.6 mL, 11 mmol). The mixture was stirred for 1 h at 0° C., then allowed to warm to rt and stir for an additional 1 h. The mixture was then heated in a sealed tube at 85° C. for 12 h. The mixture was cooled to 0° C. and H2O (600 μL) was slowly added, followed by a 1 M aq NaOH (1.2 mL) and H2O (1.8 mL). The mixture was diluted with CH2Cl2 (50 mL) and stirred for 30 min at rt. The mixture was filtered, and the filtrate was concentrated under reduced pressure to afford (trans-4-aminocyclohexyl)methanol (323 mg, 90%) as a white solid that did not require further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08952058B2 |
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| Quelldatensatz | uspto-grants-2015_02 |
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| ORD ID | ord-f8187e0320f94933b8ec7f9f88e0de1d |
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| Quellennotiz | uspto-grants-2015_02 |
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