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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 643513Erstellt: 25. Oktober 2026

Water → 2-(4-Methoxybenzyloxy)-3-bromo-4-methylpyridine

https://huagongshe.com/reaction/643513

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt4-Methoxybenzyl alcoholHCID 7738—
EduktSodium hydrideHCID 24758—
Edukt3-Bromo-2-chloro-4-methylpyridineHCID 40425119—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(4-Methoxybenzyloxy)-3-bromo-4-methylpyridineHCID 67000104—

Reaktionsbedingungen

Temperatur75 °C

Reaktionsschritte

To a mixture of 60% NaH in mineral oil (0.290 g, 7.27 mmol) in THF (15 mL) at RT in a resealable pressure vessel was added (4-methoxyphenyl)methanol (0.906 ml, 7.27 mmol). After 5 minutes, 3-bromo-2-chloro-4-picoline (1.00 g, 4.84 mmol) was added and the mixture was heated to 75° C. After 1 hr, water was added and the mixture was diluted with EtOAc. After washing with water and brine, the organic fraction was dried with sodium sulfate and purified by silica gel chromatography using 0-30% EtOAc:hexanes to afford 2-(4-methoxybenzyloxy)-3-bromo-4-methylpyridine as a colorless oil. M+H+=308.0.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07700607B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-d39f27a11bd54930bc39b964321c0c91
Quellennotizuspto-grants-2010_04