HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2,2-Diethoxyethylamine → 2,2-Dimethoxy-n-[(1-methyl-1h-benzimidazol-2-yl)methyl]ethanamine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 2,2-Diethoxyethylamine | HCID 69524 | — |
| Edukt | 1-methyl-1H-1,3-benzodiazole-2-carbaldehyde | HCID 762084 | — |
| Edukt | Sodium cyanoborohydride | HCID 5003444 | — |
| Lösungsmittel | Acetic Acid | HCID 176 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Produkt | 2,2-Dimethoxy-n-[(1-methyl-1h-benzimidazol-2-yl)methyl]ethanamine | HCID 55218525 | 77,1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07696226B2 |
| Quelldatensatz | uspto-grants-2010_04 |
| ORD ID | ord-ad9d204e608a4e9bbacd289dd9b366e6 |
| Quellennotiz | uspto-grants-2010_04 |