HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 68493107, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59167781 | HCID 59167781 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 68493107 | HCID 68493107 | — |
Reaction Steps
Combine 5-[4-(2-acetylamino-phenyl)-oxazol-2-yl]-pentanoic acid methyl ester (3.26 g, 10.3 mmol) with THF (3 mL), EtOH (3 mL) and 1 N NaOH (40 mL) and stir at room temperature until hydrolysis is complete. Concentrate the mixture and dilute the residue with water before adjusting to pH 3.5-4.0 with aq HCl. Extract the mixture with 1-2% MeOH/EtOAc and concentrate the combined extracts in vacuo. Chromatograph the resulting residue over silica gel (MeOH/CH2Cl2) which allows for isolation of 5-[4-(2-acetylamino-phenyl)-oxazol-2-yl]-pentanoic acid (2.76 g, 89%). MS (ES): (M−1)− 301.2, 302.3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765796B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-767fca9bd6cb49ba93b806ccb80b33e1 |
| Source note | uspto-grants-2014_07 |