HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(1-(3,4-Difluorophenyl)cyclohexyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Ethyl 3-(1-(3,4-difluorophenyl)cyclohexyl)propanoate | HCID 66685623 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 3-(1-(3,4-Difluorophenyl)cyclohexyl)propanoic acid | HCID 66685054 | 100% |
Reaction Steps
To a solution of ethyl 3-(1-(3,4-difluorophenyl)cyclohexyl)propanoate (540 mg, 1.822 mmol) in MeOH (15 mL) was added 1N NaOH (3.64 mL, 3.64 mmol), and the mixture was stirred at room temperature for 20 hrs. Since the reaction was not complete on TLC, an additional 1.82 mL of 1N NaOH was added, and it was continued to stir for 3 hrs. TLC showed that the reaction was complete. Next, the reaction mixture was acidified with the addition of 6 mL of 1N HCl, and the product was extracted with EtOAc. The extract was washed with water and brine, dried over Na2SO4, and evaporated to give 3-(1-(3,4-difluorophenyl)cyclohexyl) propanoic acid (489 mg, 1.822 mmol, 100% yield) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822510B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-39763f9f7afe46368ccd1cee6ab82f31 |
| Source note | uspto-grants-2014_09 |