HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 5-[4-(2-Trifluoromethyl-phenyl)-oxazol-2-yl]-pentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-[4-(2-Trifluoromethyl-phenyl)-oxazol-2-yl]-pentanoic acid methyl ester | HCID 59167779 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 5-[4-(2-Trifluoromethyl-phenyl)-oxazol-2-yl]-pentanoic acid | HCID 68492620 | — |
Reaction Steps
Combine 5-[4-(2-trifluoromethyl-phenyl)-oxazol-2-yl]-pentanoic acid methyl ester (3.35 g, 9.9 mmol) with THF (3 mL), EtOH (3 mL) and 2N NaOH (15 mL) and stir until hydrolysis is complete. Concentrate the mixture, dilute the residue with water and adjust the pH to 3.0-4.0 using aq HCl. Extract the mixture with EtOAc and dry the extracts over Na2SO4 before concentrating. Chromatograph the residue over silica gel (MeOH/CH2Cl2) to allow for recovery of 5-[4-(2-trifluoromethyl-phenyl)-oxazol-2-yl]-pentanoic acid (2.36 g, 76%). MS (ES): (M+1)+ 314.2 m/z.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07662771B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-cce1296abd414079a6b52dd1cedb3f92 |
| Source note | uspto-grants-2010_02 |