HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → {3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 2H-1,3-oxazol-2-id-4-one | HCID 53249566 | — |
| Reactant | [3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]acetic acid methyl ester | HCID 58237479 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | {3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid methyl ester | HCID 58237622 | — |
Reaction Steps
To 2-oxazolidone (0.69 g, 8.0 mmol) in 1,4-dioxane (30 mL) under N2 was added sodium hydride (60% in mineral oil; 0.38 g, 9.4 mmol). After stirring for 15 minutes, [3-(4-bromo-2-bromomethyl-phenoxy)-phenyl]-acetic acid methyl ester (3 g, 7.2 mmol) was added, and the reaction was stirred for 24 hours at room temperature. Once no starting material was seen by analytical LCMS, the mixture was worked-up with 10% aqueous HCl and EtOAc, and the crude material was purified by silica gel chromatography to give the desired product as a colorless oil (2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242145B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-f211314c265d48598306beab423db8ba |
| Source note | uspto-grants-2012_08 |