HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → (3-Methoxyphenyl)(2-(2,4,6-trimethoxybenzylthio)phenyl)methanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 3-Methoxybenzaldehyde | HCID 11569 | — |
| Edukt | (2-Bromophenyl)(2,4,6-trimethoxybenzyl)sulfane | HCID 66870845 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl acetate hexane | HCID 21226206 | — |
| Produkt | (3-Methoxyphenyl)(2-(2,4,6-trimethoxybenzylthio)phenyl)methanol | HCID 68643652 | 70% |
Reaktionsschritte
To a solution of 0.35 g (2-bromophenyl)(2,4,6-trimethoxybenzyl)sulfane (0.96 mmol) in dry THF was added slowly 1.2 eq n-BuLi. The reaction was stirred 25 minutes at −78° C. before 1.2 eq 3-methoxybenzaldehyde was added slowly. The reaction was warmed to ambient temperature and stirred for one additional hour before the addition of water. The mixture was extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated. Flash silica chromatography (hexane:ethyl acetate 80:20) afforded 0.288 g product (0.68 mmol, 70% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07550505B2 |
| Quelldatensatz | uspto-grants-2009_06 |
| ORD ID | ord-89ab2d10ee214669a96c8ff3e20eae51 |
| Quellennotiz | uspto-grants-2009_06 |