HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-Acetyl-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | 6-Acetyl-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester | HCID 86598594 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | 6-Acetyl-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid | HCID 86052764 | 86.4% |
Reaction Steps
To a solution of 6-acetyl-2-(2-chlorophenylamino)-3,4-difluorobenzoic acid methyl ester (200 mg, 0.59 mmol) in THF-water (2 mL/0.5 mL) was added 1 M aqueous LiOH (1.21 mL, 1.21 mmol) at room temperature. The reaction mixture was stirred for 30 minutes, acidified to pH 1 with 1 N aqueous HCl, and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo to give the desired acid (166 mg, 86%) that was used directly without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07485643B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-01c3dbec73a744038e92c3705fa54dc8 |
| Source note | uspto-grants-2009_02 |