HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyclohexanemethanol → Cyclohexanemethanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyclohexanemethanol | HCID 7507 | — |
| Edukt | (5-(Cyclohexylmethoxy)furan-2-yl)methanol | HCID 86694621 | — |
| Katalysator | Manganese dioxide | HCID 14801 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Cyclohexanemethanol | HCID 7507 | — |
| Produkt | 5-(Cyclohexylmethoxy)furan-2-carbaldehyde | HCID 86694620 | — |
Reaktionsschritte
A mixture of (5-(cyclohexylmethoxy)furan-2-yl)methanol and cyclohexylmethanol (0.75 g) and MnO2 (3.16 g, 36.3 mmol) in anhydrous CH2Cl2 (16 mL) was stirred at room temperature for 3 days. The reaction mixture was filtered through Celite and concentrated under reduced pressure. Flash chromatography purification (10%-50% EtOAc—hexanes gradient) gave 5-(cyclohexylmethoxy)furan-2-carbaldehyde with cyclohexylmethanol as an impurity as a light yellow. Yield (0.68 g, 99%); 1H NMR (400 MHz, DMSO-d6) δ 9.20 (s, 1H), 7.52 (d, J=3.8 Hz, 1H), 5.79 (d, J=3.8 Hz, 1H), 4.03 (d, J=5.8 Hz, 2H), 1.55-1.80 (m, 6H), 0.96-1.25 (m, 5H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US09447078B2 |
| Quelldatensatz | uspto-grants-2016_09 |
| ORD ID | ord-bbdce7758206446ab1203684ebfbdd2e |
| Quellennotiz | uspto-grants-2016_09 |