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 | US07439258B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-053d28933ccf4cf4b027c9d8dd881abe |
| Source note | uspto-grants-2008_10 |