HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-Methoxy-2-(3-pyridyl)-oxazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Phosphorus oxide (P4O10) | HCID 14812 | — |
| Reactant | Glycine, N-(3-pyridinylcarbonyl)-, methyl ester | HCID 521804 | — |
| Reactant | Diethyl ether methanol | HCID 21864698 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 5-Methoxy-2-(3-pyridyl)-oxazole | HCID 19612509 | — |
Reaction Steps
A solution of 19.0 g (0.100 mol) of 77 in 300 ml of dry chloroform was refluxed under vigorous stirring with 40 g of P2O5 for 24 h. The mixture was filtered after cooling. The filtrate was evaporated in vacuo leaving a red oil. The precipitate was dissolved in water at 0°-5° C. and the aqueous solution made basic with sodium carbonate. Extraction with 3×200 ml of dichloromethane, drying of the combined organic phases over magnesium sulphate, and removal of the solvent in vacuo gave a red oil which was combined with the above mentioned oil obtained from the chloroform phase. The oil was applied to a silica gel column (eluent; methanol/ether=1/19) giving a colorless oil, 78. Yield: 5.9 g (0.034 mol, 34%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04925858 |
| Source dataset | uspto-grants-1990_05 |
| ORD ID | ord-90ac642a6adb418b88a8b5e2a6cba3b3 |
| Source note | uspto-grants-1990_05 |