HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Aminocyclohexanecarboxylic acid → ((1s,4s)-4-Aminocyclohexyl)methanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Aminocyclohexanecarboxylic acid | HCID 171560 | — |
| Edukt | Borane;tetrahydrofuran | HCID 2723981 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | ((1s,4s)-4-Aminocyclohexyl)methanol | HCID 424390 | 78% |
Reaktionsschritte
To a solution of (1r,4r)-4-aminocyclohexanecarboxylic acid (860 mg, 6.0 mmol, 1.0 eq) in THF (10 mL) was added dropwise BH3/THF (1.0 mol/L in THF, 30 mL, 5.0 equiv.) at 0° C. The reaction was allowed to warm to room temperature. The reaction was heated at reflux for 48 hours. The reaction was quenched with AcOH and concentrated in vacuo to get crude ((1r,4r)-4-aminocyclohexyl)methanol (600 mg, 78%) which was used to the next step without further purification. MS: m/z 130.1 (M+H)+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09340554B2 |
| Quelldatensatz | uspto-grants-2016_05 |
| ORD ID | ord-3e7a5d5f5a934d9188e5ee27d474ea8e |
| Quellennotiz | uspto-grants-2016_05 |