HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Hydrochloric Acid → Neral
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | 2-Nitrobenzaldehyde | HCID 11101 | — |
| Edukt | Aluminum isopropoxide | HCID 11143 | — |
| Edukt | Nerol | HCID 643820 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | Neral | HCID 643779 | 83% |
Reaktionsschritte
(2Z)-3,7-Dimethyl-2,6-octadien-1-ol (310 mg, 2.0 mmol) was dissolved in benzene (1 mL), added with aluminum isopropoxide (40 mg, 0.1 eq, 0.20 mmol) and 2-nitrobenzaldehyde (390 mg, 1.3 eq, 2.6 mmol) and stirred at room temperature for 1 hour and 30 minutes. The reaction mixture was added with ethyl acetate and made acidic with addition of 2 N hydrochloric acid, and then the organic layer was separated. Subsequently, the organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was evaporated in vacuo, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=30:1) to obtain 250 mg (yield: 83%, E:Z=9:10) of the title compound as yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06703527B2 |
| Quelldatensatz | uspto-grants-2004_03 |
| ORD ID | ord-f294cf65b2724e3bae7285f6a1795abf |
| Quellennotiz | uspto-grants-2004_03 |