HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trimethyl orthoformate → (2-Methoxy-1,3-dioxan-5-yl)methanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trimethyl orthoformate | HCID 9005 | — |
| Edukt | Trimethylolmethane | HCID 78432 | — |
| Edukt | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | (2-Methoxy-1,3-dioxan-5-yl)methanol | HCID 59792360 | 59,1% |
Reaktionsschritte
A mixture of 2-(hydroxymethyl)-1,3-propanediol (1.7 g, 16 mmol), trimethyl orthoformate (7 ml, 64.1 mmol), and p-toluenesulfonic acid monohydrate (275 mg, 1.6 mmol) was stirred at room temperature for 22 hours. To the reaction mixture, triethylamine (447 μl) was added and the mixture was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (1.4 g, 59.1% yield), which is a cis and trans (1:1) mixture, as a light yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07425634B2 |
| Quelldatensatz | uspto-grants-2008_09 |
| ORD ID | ord-900281ff6a674c459015a992c92073ad |
| Quellennotiz | uspto-grants-2008_09 |