HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,3-Diisopropoxy-4-methoxybenzaldehyde → 2,3-Diisopropoxy-1-(1-hydroxyethyl)-4-methoxybenzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,3-Diisopropoxy-4-methoxybenzaldehyde | HCID 21986554 | — |
| Edukt | HCID 178418348 | HCID 178418348 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | 2,3-Diisopropoxy-1-(1-hydroxyethyl)-4-methoxybenzene | HCID 21986552 | 84% |
Reaktionsschritte
To a solution of 22 (23.10 g, 91.56 mmol) in dry ethyl ether (150 mL) was added dropwise methyllithium (98.10 mL, 1.4 M in EtO2, 1.37.3 mmol) at 0° C. under nitrogen. The reaction mixture was stirred for 2 h allowing too reach room temperature. The reaction was slowly quenched with water, the phases were separated, and the aqueous phase was extracted with ethyl ether (3×150 mL). The combined organic solutions were dried over MgSO4 and concentrated over reduced pressure. Purification by flash column chromatography (silica gel, elution with hexanes/EtOAc: 80/20) provided the protected alcohol 20.62 g (76.77 mmol, 84%) as a pale yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07091240B2 |
| Quelldatensatz | uspto-grants-2006_08 |
| ORD ID | ord-984178fe26d140788905778d11aa6935 |
| Quellennotiz | uspto-grants-2006_08 |