HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl bromoacetate → HCID 18367225, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl bromoacetate | HCID 7748 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18367286 | HCID 18367286 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18367225 | HCID 18367225 | 72.6% |
Reaction Steps
A mixture of 3-[3-(tert-butyldiphenylsilyloxy)phenyl]-1-(4,5-diphenyl-2-oxazolyl)-1-propanone (526 mg), ethyl bromoacetate (1.61 g), and K2CO3 (1.34 g) in N,N-dimethylformamide (2.0 ml) was stirred at room temperature for 5 hours and poured into ethyl acetate-water. The organic layer was separated, washed with water (three times) and brine, dried over MgSO4, and evaporated in vacuo. The residue was chromatographed over silica gel to afford ethyl 3-[3-(tert-butyldiphenylsilyloxy)benzyl]-4-(4,5-diphenyl-2-oxazolyl)-4-oxobutyrate (436 mg) as an oil-(+) APCI-MS (m/z): 694 (M+ +1) IR (Nujol): 1740, 1700, 1600, 1580 cm-1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05972965 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-e8a4215e438d48d58c327769494fa713 |
| Source note | uspto-grants-1999_10 |