HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methylparaben → Methyl 4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methylparaben | HCID 7456 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(Chloromethyl)-5-methyl-2-phenyl-1,3-oxazole | HCID 9794289 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 4-[(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxy]benzoate | HCID 11461459 | — |
Reaction Steps
A mixture of 4-chloromethyl-5-methyl-2-phenyl-oxazole (3.0 g, 14.4 mmol), methyl 4-hydroxybenzoate (2.64 g, 17.3 mmol), and potassium carbonate (6.0 g, 43.34 mmol) in DMF is stirred at RT overnight. The mixture is then partitioned between EtOAc and water, and the organic phase is washed with brine, dried over magnesium sulfate, and concentrated under vacuum to give the crude product. The material is purified by silica gel chromatography using 15% EtOAc in hexane as the eluent to give 4-(5-methyl-2-phenyl-oxazol-4-ylmethoxy) benzoic acid methyl ester as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700637B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-a28b4504ad3f48158a4345a7e721899b |
| Source note | uspto-grants-2010_04 |