HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 3-chloro-4-(4-methyl-2-oxo-oxazolidin-3-yl)-benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phosgene | HCID 6371 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 3-chloro-4-(2-hydroxy-1-methyl-ethylamino)-benzoate | HCID 67048695 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 3-chloro-4-(4-methyl-2-oxo-oxazolidin-3-yl)-benzoate | HCID 67048447 | — |
Reaction Steps
0.50 g (1.94 mmol) ethyl 3-chloro-4-(2-hydroxy-1-methyl-ethylamino)-benzoate are placed in 30 ml THF together with 0.22 g (2.20 mmol) triethylamine and 1.10 ml (2.08 mmol) 20% phosgene solution in toluene is added with stirring at ambient temperature. The mixture is stirred for 1 hour at ambient temperature, then 1 ml of water is added and the mixture is stirred for another 10 minutes. The mixture is then evaporated down i. vac., combined with water and extracted with ethyl acetate. The combined organic phases are washed with water and sat. sodium chloride solution, dried over sodium sulphate and evaporated down i. vac.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07371743B2 |
| Source dataset | uspto-grants-2008_05 |
| ORD ID | ord-522f95c213784c71b9cc2a994083dee1 |
| Source note | uspto-grants-2008_05 |