HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-2-chloro-4-methoxybenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Bromo-2-chloro-4-methoxybenzonitrile | HCID 67287333 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-Bromo-2-chloro-4-methoxybenzoic acid | HCID 53329403 | 98% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of 5-bromo-2-chloro-4-methoxybenzonitrile (3, 30.6 g, 124 mmol) in ethanol (450 mL)/H2O (225 mL) was added sodium hydroxide (124 g, 3.1 mol). The solution was refluxed at 100° C. overnight, cooled to room temperature and evaporated to remove ethanol. The aqueous layer was cooled to 0° C., acidified with concentrated hydrogen chloride (190 mL). The generated white solid was filtered, washed with water and dried in vacuo to yield the title compound (32 g, 122 mmol, 98%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08921412B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-5cdb3fe124f64098aed79c5d50ae3ff3 |
| Source note | uspto-grants-2014_12 |