HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, 2-(4-formylphenoxy)- → 2-(4-Carboxymethoxy-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic Acid Ethyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, 2-(4-formylphenoxy)- | HCID 89177 | — |
| Reactant | Ethyl 3-amino-4-(aminocyclohexyl)benzoate | HCID 22669240 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-Carboxymethoxy-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic Acid Ethyl Ester | HCID 23378218 | 65% |
Reaction Steps
Following the procedure of example 1, ethyl 3-amino-4-(aminocyclohexyl)benzoate (1.077 g, 4.1 mmol) and 4-formylphenoxyacetic acid (0.748 g, 4.15 mmol) were dissolved in a mixture of DMF (8 mL) and water (0.5 mL). Oxone® (0.7 equivalent, 2.87 mmol, 1.764 g) was added and the mixture stirred for 30 min at room temperature (HPLC: complete). Water was added to precipitate the product, which was collected by filtration, washed with water and dried (1.130 g, 65% yield, brown solid).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06794404B2 |
| Source dataset | uspto-grants-2004_09 |
| ORD ID | ord-1d0c45db79c046e5ab043e99e97b862e |
| Source note | uspto-grants-2004_09 |