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HRID 643081Erstellt: 26. Oktober 2026

2,2-Diethoxyethylamine → 2,2-Dimethoxy-n-[(1-methyl-1h-benzimidazol-2-yl)methyl]ethanamine

https://huagongshe.com/reaction/643081

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,2-DiethoxyethylamineHCID 69524—
Edukt1-methyl-1H-1,3-benzodiazole-2-carbaldehydeHCID 762084—
EduktSodium cyanoborohydrideHCID 5003444—
LösungsmittelAcetic AcidHCID 176—
LösungsmittelMethanolHCID 887—
Produkt2,2-Dimethoxy-n-[(1-methyl-1h-benzimidazol-2-yl)methyl]ethanamineHCID 5521852577,1%

Reaktionsschritte

A solution of 1-methyl-2-formylbenzimidazole (1 g) in methanol (27 mL) and acetic acid (0.54 mL) was treated with aminoacetaldehyde diethylacetal (0.9 g, 1 equivalent) and NaCNBH3 (0.85 g, 2 equivalents) at 25° C., stirred for 1 hour. The mixture was partitioned between water and ethyl acetate. The organic layer was separated, washed sequentially with saturated NaHCO3 and brine, and concentrated. The residue was purified by eluting with 8% methanol/dichloromethane to give 1.2 g (64%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07696226B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-ad9d204e608a4e9bbacd289dd9b366e6
Quellennotizuspto-grants-2010_04