Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-Bromo-4-chlorobutane | HCID 81364 | — |
| Reactant | methyl 1H-1,3-benzodiazole-5-carboxylate | HCID 2779733 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Product | HCID 118386885 | HCID 118386885 | 63.4% |
Reaction Steps
6-methoxycarbonyl-1H-benzimidazole (17.6 g, 0.10 mol) was dissolved into 200 ml of 20% wt. sodium hydroxide, 4-chlorobromobutane (34.3 g, 0.20 mol) and tetrabutyl ammonium bromide (1.0 g) were added, and mixed for 5 min. The mixture was heated to 60° C., stirred to react for 2 hours. Post treatment was performed based on common method one for synthesis. Oily products were separated and purified by chromatography with neutral Al2O3 to produce 16.9 g of 1-(4-chlorobutyl)-6-methoxycarbonyl-1H-benzimidazole, with a yield of 63.4%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09415047B2 |
|---|
| Source dataset | uspto-grants-2016_08 |
|---|
| ORD ID | ord-2ba2b4ee26bd47a9aeb78bab27c7ef4c |
|---|
| Source note | uspto-grants-2016_08 |
|---|
