HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Glycolate → Ethyl [(6-Methyl-1,3-benzoxazol-2-yl)oxy]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Glycolate | HCID 12184 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloro-6-methyl-benzooxazole | HCID 10678666 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl [(6-Methyl-1,3-benzoxazol-2-yl)oxy]acetate | HCID 86761430 | 92.1% |
Reaction Steps
0.73 g (7 mmol) ethyl hydroxyacetate is dissolved in 20 ml tetrahydrofurane and 0.36 g (9 mmol) 60% sodium hydride is added to it. After 20 minute stirring 1.0 g (6 mmol) 2-chloro-6-methyl-1,3-benzoxazole is added and the mixture is heated under reflux for 3 hours. The solvent is removed, the residue is dissolved in 15 ml water, extracted with 3×20 ml ethyl acetate. The united organic phase is dried over sodium sulfate and evaporated to obtain 1.3 g title compound as an oil. LC-MS[MH+]=236 (C12H13NO4 235.24)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044078B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-615824c0007b4ceeb87e2c9b8bce3f14 |
| Source note | uspto-grants-2011_10 |