HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
p-Toluenesulfonic acid → 2-(Benzyloxy)-3-tert-butyl-3'-(1-(2-methoxyphenyl)vinyl)biphenyl
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | p-Toluenesulfonic acid | HCID 6101 | — |
| Edukt | 1-(2'-(Benzyloxy)-3'-tert-butylbiphenyl-3-yl)-1-(2-methoxyphenyl)ethanol | HCID 58238599 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2-(Benzyloxy)-3-tert-butyl-3'-(1-(2-methoxyphenyl)vinyl)biphenyl | HCID 58238576 | 78% |
Reaktionsschritte
A solution of crude 37 (2.23 mmol) in toluene (80 mL) was treated with p-toluenesulfonic acid (100 mg) and refluxed under a Dean-Stark trap for 3 hr. After cooling, the reaction mixture was diluted with ethyl acetate (150 mL) and washed with saturated sodium bicarbonate (150 mL) and water (2×100 mL). The organic extract was dried over sodium sulfate and filtered. The solvent was removed in a rotary evaporator and the crude product was purified by chromatography on silica (75 g) with 2% ethyl acetate in heptane (4 L) to afford 38 (0.78 g, 78%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08541522B2 |
| Quelldatensatz | uspto-grants-2013_09 |
| ORD ID | ord-62a6c106885c494f8622bda6f18f757d |
| Quellennotiz | uspto-grants-2013_09 |