HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1,6-Hexanediol → 6-(Bis(4-methoxyphenyl)phenylmethoxy)-1-hexanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 1,6-Hexanediol | HCID 12374 | — |
| Edukt | Diisopropylethylamine | HCID 81531 | — |
| Edukt | 1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) | HCID 96831 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | 6-(Bis(4-methoxyphenyl)phenylmethoxy)-1-hexanol | HCID 627506 | 33,3% |
Reaktionsschritte
To a solution of 3.38 g (10 mmol) of DMTr-Cl and 3.45 mL (20 mmol) of diisopropylethylamine in 50 mL of dry pyridine was added 5.91 g (50 mmol) of 1,6-hexanediol. After stirring for 4 h, the mixture was quenched with 85 mL of 5% sodium bicarbonate and extracted with 2×100 mL of methylene chloride. The organic phase was washed with 2×100 mL of water and 100 mL of brine, dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash chromatography (3.5×17 cm silica) using methylene chloride. The fractions containing pure product were combined and concentrated to give 1.40 g of 37 as a yellow syrup.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05419966 |
| Quelldatensatz | uspto-grants-1995_05 |
| ORD ID | ord-0ba62e079e6e49fe81a31d835f78ee45 |
| Quellennotiz | uspto-grants-1995_05 |