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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1815440Erstellt: 25. Oktober 2026

Aluminium lithium hydride → 1-Trityl-1H-benzimidazol-5-yl-methanol

https://huagongshe.com/reaction/1815440

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAluminium lithium hydrideHCID 21226445—
Eduktmethyl N-triphenylmethyl-5-benzimidazolecarboxylateHCID 22710354—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt1-Trityl-1H-benzimidazol-5-yl-methanolHCID 2302153986,4%

Reaktionsschritte

To an ice-cooled stirred suspension of the product of step b (3.61 g, 7.94 mmol) in THF (30 ml) was added dropwise a solution of lithium aluminium hydride (1.0M in THF, 10 ml, 10.0 mmol). The suspension was stirred at this temperature for 1 h and then was quenched with saturated aqueous ammonium chloride (100 ml). The aqueous solution was extracted thrice with ethyl acetate (100 ml) and the combined organic phases were washed with brine (200 ml). The organic phase was dried over magnesium sulfate and the filtrate was evaporated at reduced pressure and the residue recrystallised from ethyl acetate/hexane to afford the title compound (2.68 g, 79%). 1H NMR 7.89 (1H, s), 7.74 (1H, d, 8.4), 7.33-7.17 (17H, m), 6.44 (1H, d, 0.9), 4.45 (2H, d, 6), 1.37 (1H, t, 6).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06878736B1
Quelldatensatzuspto-grants-2005_04
ORD IDord-f7028a4a76bc44408a4da8a12b785a80
Quellennotizuspto-grants-2005_04