HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dimethylphenol → Oxazole, 4-[2-(2,6-dimethylphenoxy)ethyl]-5-methyl-2-phenyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dimethylphenol | HCID 11335 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | 2-(5-Methyl-2-phenyl-4-oxazolyl)ethanol | HCID 725585 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Oxazole, 4-[2-(2,6-dimethylphenoxy)ethyl]-5-methyl-2-phenyl- | HCID 18003546 | 32.2% |
Reaction Steps
1.1 g of 2,6-Dimethylphenol, 2.01 g of 2-(5-methyl-2-phenyl-oxazole-4yl)-ethanol 2.6 g of triphenylphosphin were dissolved in 30 ml THF and treated at 0° with 1.6 ml DEAD (Diethyl azodicarboxylate). The reaction mixture was kept overnight at RT. Water was added. Twofold extraction with AcOEt, washing with brine, drying over sodium sulfate, and evaporation of the solvents provided a crude product, which was purified by chromatography (SiO2; ether/cyclohexane) to yield 0.89 g of the title compound as a slightly yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642389B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-433b31e76dd5462e96f5d3275faf65de |
| Source note | uspto-grants-2003_11 |