HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 1-[(4-Fluorophenyl)carbamoyl]cyclopropanecarboxylic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Ethyl 1-((4-fluorophenyl)carbamoyl)cyclopropane-1-carboxylate | HCID 56956060 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | 1-[(4-Fluorophenyl)carbamoyl]cyclopropanecarboxylic Acid | HCID 21081530 | 97% |
Reaction Steps
To a mixture of ethyl 1-((4-fluorophenyl)carbamoyl)cyclopropane-carboxylate (8.9 g, 35.4 mmol) in EtOH/THF (50/50 mL, Guangdong Guanghua Chem. Co. Ltd.) was added KOH (3.98 g, 70.8 mmol, Guangdong Guanghua Chem. Co. Ltd.) aqueous solution dropwise via a syringe. The reaction was stirred at RT overnight under N2. The mixture was concentrated in vacuo. The residue was then acidified to pH 2 with 5 N HCl and extracted with EtOAc (150 mL×4), the combined organic phases were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was recrystallized in EtOAc/n-hexane (1:40 v/v) to give the title compound as a white solid (7.66 g, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08232294B2 |
| Source dataset | uspto-grants-2012_07 |
| ORD ID | ord-ac2c9f5e83364e0e87f9feddae4458ce |
| Source note | uspto-grants-2012_07 |