HuagongsheHuagongshe Chemistry Print Report · For research reference only
Imidazole → {3-[4-(2-Imidazol-1-yl-ethoxy)-phenyl]-isoxazol-5-yl}-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Imidazole | HCID 795 | — |
| Reactant | 1-Bromo-2-Chloroethane | HCID 7849 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 136359908 | HCID 136359908 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | {3-[4-(2-Imidazol-1-yl-ethoxy)-phenyl]-isoxazol-5-yl}-methanol | HCID 66617618 | — |
| Product | {3-[4-(2-Chloro-ethoxy)-phenyl]-isoxazol-5-yl}-methanol | HCID 66617668 | — |
Reaction Steps
{3-[4-(2-chloro-ethoxy)-phenyl]-isoxazol-5-yl}-methanol was synthesized using 4-(5-hydroxymethyl-isoxazol-3-yl)-phenol and 2-bromo-1-chloroethane in the same manner as in Example 10, and then 2 equivalents of imidazole and 3 equivalents of potassium carbonate were added to the compound and refluxed with acetonitrile. After 12 hours of the reaction, the solvent was dried under reduced pressure and purified by column chromatography to obtain {3-[4-(2-imidazol-1-yl-ethoxy)-phenyl]-isoxazol-5-yl}-methanol. A carbamoylation of the compound was performed in the same manner as in Example 1-3 to obtain carbamic acid 3-[4-(2-imidazol-1-yl-ethoxy)-phenyl]-isoxazol-5-ylmethyl ester as a desired compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08828992B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-ab28aebb8f4b45a4bb26e7efa13a4c4c |
| Source note | uspto-grants-2014_09 |