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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 9237Erstellt: 23. Oktober 2026

Sodium hydride → 1-((4-Methoxybenzyloxy)methyl)-4-bromobenzene

https://huagongshe.com/de/reaction/9237

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktAmmonium ChlorideHCID 25517—
Edukt4-Methyloxybenzyl chlorideHCID 69993—
Edukt4-Bromobenzyl alcoholHCID 70119—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-((4-Methoxybenzyloxy)methyl)-4-bromobenzeneHCID 5497060998%

Reaktionsschritte

A solution of 4-bromobenzyl alcohol (2.011 g, 10.7 mmol) in THF (42 mL) was added to a mixture of NaH (663 mg, 16.6 mmol, 60% in oil) in DMF (13 mL). The mixture was stirred for 1.5 h and 4-methoxybenzyl chloride (MPMCl, 2 mL, 14.8 mmol) was added. After 24 h, 100 mL saturated NH4Cl solution was added. The resulting mixture was extracted with ethyl acetate (3×60 mL) and the combined ethyl acetate solution was washed with water and brine. The solution was then dried (Na2SO4), filtered and evaporated. Purification of the residue by flash chromatography on silica gel (5% ethyl acetate/hexanes) gave 7-2 (2.43 g, 98%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07091231B2
Quelldatensatzuspto-grants-2006_08
ORD IDord-505d8cde1f644863b63884fad5906a16
Quellennotizuspto-grants-2006_08