HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 15129906, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzimidazole, 2-butyl- | HCID 22122 | — |
| Reactant | Methyl 4'-(bromomethyl)biphenyl-2-carboxylate | HCID 11012181 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 15129906 | HCID 15129906 | 45.4% |
Reaction Steps
A mixture of 2-butylbenzimidazole (2.6 g), the bromomethyl compound (C) (5.0 g) and potassium carbonate (1.55 g) in N,N-dimethylformamide (DMF) (40 ml) was heated at 100° C. for 3 hours. Dichloromethane (200 ml) was added and insoluble material was removed by filtration. The filtrate was concentrated and the residue purified by flash chromatography, eluting with triethylamine/ethyl acetate/hexane (1:40:60 v/v), to give methyl 4'-[2-butyl-1H-benzimidazol-1-yl)methyl]biphenyl-2-carboxylate (A) as a clear oil (2.7 g); NMR (CDCl3): 0.95(t,3H), 1.45(m,2H), 2.9(t,2H), 3.6(s,3H), 5.4(s,2H), 7.2(d,2H), 7.2-7.6 (complex m,3H), 7.8(m,2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05171748 |
| Source dataset | uspto-grants-1992_12 |
| ORD ID | ord-35314c8c8c59467eaf1aaad9324e652d |
| Source note | uspto-grants-1992_12 |