HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-(Benzoxazol-2-yl)-1-carboxymethyl-2-methylbenzimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-(Benzoxazol-2-yl)-2-methyl-1-tert-butoxycarbonylmethylbenzimidazole | HCID 67497805 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-(Benzoxazol-2-yl)-1-carboxymethyl-2-methylbenzimidazole | HCID 67498083 | 91% |
Reaction Steps
To a solution of 5-(benzoxazol-2-yl)-2-methyl-1-tert-butoxycarbonylmethylbenzimidazole (see Working Example 91-2) (100 mg, 0.275 mmol) in chloroform (3 mL) was added aqueous sodium hydroxide solution (1 M, 0.55 mL, 0.55 mmol). This two-layer solution was homogenized by the addition of methanol, and this was stirred at room temperature for 2 hours. After the reaction was complete, the solution was concentrated, aqueous acetic acid solution was added, and this was stirred at room temperature. The precipitated crystals were filtered, and after washing with water were dried to yield the title compound (76.9 mg, 91% yield) as light yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829035B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-c505535102c54ae7a81742dc7d38ba94 |
| Source note | uspto-grants-2014_09 |