HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → 5-(Benzyloxy)-2-tert-butylpyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 5-(Benzyloxy)-2-bromopyridine | HCID 16094696 | — |
| Edukt | HCID 178418310 | HCID 178418310 | — |
| Edukt | HCID 178418546 | HCID 178418546 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-(Benzyloxy)-2-tert-butylpyridine | HCID 20709505 | — |
Reaktionsschritte
To a stirred solution of copper (I) cyanide (18.31 g) in dry THF (400 ml) was added, at −78 C, tertbutylmagnesium chloride (1M in THF, 409 ml). The reaction mixture was stirred at this temperature for 15 min before slowly adding a solution of 2-bromo-5-[(phenylmethyl)oxy]pyridine (13.5 g) in THF. This was stirred for 2 h at −78 C before warming to 25-30 C and stirring for a further 20 h. The reaction mixture was poured into water and extracted with ethyl acetate. This was concentrated in vacuo and purified through silica, eluting with 0-2% ethyl acetate in hexane. Appropriate fractions were combined and concentrated in vacuo to yield the title compound, 6.3 g
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08993560B2 |
| Quelldatensatz | uspto-grants-2015_03 |
| ORD ID | ord-f0dcbe50034d494bbf600017b4216497 |
| Quellennotiz | uspto-grants-2015_03 |