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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 63277Erstellt: 25. Oktober 2026

Water → 5-(Benzyloxy)-2-tert-butylpyridine

https://huagongshe.com/reaction/63277

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt5-(Benzyloxy)-2-bromopyridineHCID 16094696—
EduktHCID 178418310HCID 178418310—
EduktHCID 178418546HCID 178418546—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(Benzyloxy)-2-tert-butylpyridineHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09447074B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-cfc9ccb219cb4008b2f12e8507058a75
Quellennotizuspto-grants-2016_09