HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → Methyl 2-phenyl-benzoxazole-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Benzoic acid, 4-amino-3-hydroxy-, methyl ester | HCID 7020619 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | Methyl 2-phenyl-benzoxazole-6-carboxylate | HCID 10586965 | — |
Reaction Conditions
| Temperature | 210 °C |
|---|
Reaction Steps
A mixture of methyl 4-amino-3-hydroxy-benzoate is (0.3 g, 1.8 mmol) and benzoyl chloride 1t (0.23 mL, 2.0 mmol) in dioxane (2.5 mL) was heated at 210° C. under microwave for 15 min. The reaction mixture was diluted with CH2Cl2 and washed with aq. NaHCO3. The organic solution was dried over Na2SO4, concentrated and purified by flash column chromatography (silica gel, 20% EtOAc/heptane) to give 1u (0.39 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604017B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-3184ff483b9a4489afbd46b1b531df0b |
| Source note | uspto-grants-2013_12 |