HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 68886082, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl (2-hydroxyphenyl)acetate | HCID 89719 | — |
| Reactant | 4-(2-Chloromethylphenoxymethyl)-5-methyl-2-phenyloxazole | HCID 11099036 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68886082 | HCID 68886082 | 53.2% |
Reaction Steps
To a mixture of 4-(2-chloromethylphenoxymethyl)-5-methyl-2-phenyloxazole (1.04 g), methyl 2-(2-hydroxyphenyl)acetate (0.50 g) and N,N-dimethylformamide (30 mL) was added sodium hydride (60%, oil, 0.13 g) under ice-cooling, and the mixture was stirred at room temperature for 15 hrs. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. After concentration of the organic layer, the residue was subjected to silica gel column chromatography to give methyl 2-[2-[2-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]benzyloxy]phenyl]acetate as an oil (0.71 g, 53%) from a fraction eluted with ethyl acetate-hexane (1:6, v/v).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238716B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-6ed1ac051fd443a0a8411cfc22927557 |
| Source note | uspto-grants-2007_07 |