HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → {3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2H-1,3-oxazol-2-id-4-one | HCID 53249566 | — |
| Reactant | [3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]-acetic acid ethyl ester | HCID 58237602 | — |
| Product | {3-[4-Bromo-2-(2-oxo-oxazolidin-3-ylmethyl)-phenoxy]-phenyl}-acetic acid ethyl ester | HCID 58237550 | — |
Reaction Steps
To [3-(4-bromo-2-bromomethyl-phenoxy)-phenyl]-acetic acid ethyl ester (0.40 g, 0.93 mmol) and 2-oxazolidone (0.10 g, 1.14 mmol) in DMF (5 mL) was added sodium hydride (60% in mineral oil; 0.05 g, 1.25 mmol), and the mixture was stirred at room temperature for 30 minutes. After work-up, the crude material was purified by silica gel chromatography (0-50% EtOAc in hexanes). Further purification by preparative HPLC gave the desired product (0.02 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242145B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-ee687218aa6f4af1baccdc971357a00c |
| Source note | uspto-grants-2012_08 |