HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzimidazole → methyl 3-(1H-benzo[d]imidazol-1-yl)propanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzimidazole | HCID 5798 | — |
| Reactant | Methyl Acrylate | HCID 7294 | — |
| Catalyst | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | methyl 3-(1H-benzo[d]imidazol-1-yl)propanoate | HCID 10536181 | 91.5% |
Reaction Steps
A solution of 10.0 g (84 mmol) of benzimidazole, 22.7 ml (250 mmol) of methyl acrylate and 3 drops of DBU in 50 ml of tetrahydrofuran was heated at reflux for 2 days. The resulting solution was concentrated in vacuo, and the residue was purified by silica gel chromatography using 3% methanol in chloroform to provide 15.7 g (92%) of the desired compound (Rf 0.58, 10% methanol in chloroform).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05837873 |
| Source dataset | uspto-grants-1998_11 |
| ORD ID | ord-2f8fc8c1ef2048ac8ab80686f8e69891 |
| Source note | uspto-grants-1998_11 |