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HRID 1174216Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1174216

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 eq.) and NaCNBH3 (0.85 g, 2 eq.) at 25° C., stirred for 1 hour. The mixture was partitioned between water and ethyl acetate. The organic phase layer was separated, washed sequentially with saturated NaHCO3 and brine, and concentrated. The residue was chromatographed on silica gel, eluting with 8% methanol/dichloromethane to give the title compound (1.2 g 64% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07834043B2
Quelldatensatzuspto-grants-2010_11
ORD IDord-e5daae675dfb421997044dbe4d66607e
Quellennotizuspto-grants-2010_11