HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N-Methoxy-N-methylacetamide → 1-[5-(Benzyloxy)pyridin-2-yl]ethan-1-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N-Methoxy-N-methylacetamide | HCID 537505 | — |
| Edukt | 5-(Benzyloxy)-2-bromopyridine | HCID 16094696 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-[5-(Benzyloxy)pyridin-2-yl]ethan-1-one | HCID 23143439 | — |
Reaktionsschritte
A mixture of 5-benzyloxy-2-bromo-pyridine (1.0 g), N-methoxy-N-methyl-acetamide (780 mg) and THF (20 mL) under argon at −60° C. was added n-BuLi (2.6 M in toluene, 2.9 mL). After 1 hour the cooling bath was removed. After reaching room temperature the mixture was quenched by addition of saturated NH4Cl-solution. The mixture was distributed between EA and brine. The organic phase was dried (Na2SO4), filtered and concentrated. The residue was purified by chromatography (silica gel, heptane to EA/heptane 3:7) to provide the subtitle compound. MS ESI+: m/z=228 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08853412B2 |
| Quelldatensatz | uspto-grants-2014_10 |
| ORD ID | ord-0ad92eb2b4a949a0b9cee903a9e4631e |
| Quellennotiz | uspto-grants-2014_10 |