HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → 1-(ethoxycarbonylmethyl)-2-chlorobenzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chlorobenzimidazole | HCID 78572 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(ethoxycarbonylmethyl)-2-chlorobenzimidazole | HCID 4159154 | — |
Reaction Steps
To a solution of 2-chloro-1H-benzo[d]imidazole (10 g) and NaH (60% in oil, 3.15 g) in DMF (150 mL) was added ethyl bromoacetate (11.0 mL) at 0° C. After stirring overnight at room temperature, the reaction mixture was quenched with water and extracted with AcOEt. The extract was washed with water and brine, dried over MgSO4, and concentrated under reduced pressure. The precipitate was crystallized from AcOEt/hexane to give the title compound (12 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029536B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-cd7f19ad502742fb9a4c7b9f7c6961cb |
| Source note | uspto-grants-2015_05 |