HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 4-[4-(2-Amino-phenyl)-oxazol-2-yl]-butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-[4-(2-Amino-phenyl)-oxazol-2-yl]-butyric acid methyl ester | HCID 59167746 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-[4-(2-Amino-phenyl)-oxazol-2-yl]-butyric acid | HCID 59799001 | — |
Reaction Steps
Combine 4-[4-(2-amino-phenyl)-oxazol-2-yl]-butyric acid methyl ester (2.36 g, 9.1 mmol) with THF (3 mL), EtOH (3 mL) and 2N NaOH (20 mL) and stir until hydrolysis is complete. Concentrate the mixture, dilute the residue with water and adjust the pH to 3.5-4.0 with 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 4-[4-(2-amino-phenyl)-oxazol-2-yl]-butyric acid (1.63 g, 73%). MS (ES): (M+1)+ 247.1 m/z.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765796B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-aeb00cc70bc64fbfa07874dd716ddd4c |
| Source note | uspto-grants-2014_07 |