HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(4-Bromo-2-fluorobenzyl)-1,3-oxazolidin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloroethyl chloroformate | HCID 12305 | — |
| Reactant | 4-Bromo-2-fluorobenzylamine hydrochloride | HCID 18468197 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Bromo-2-fluorobenzyl)-1,3-oxazolidin-2-one | HCID 61531992 | — |
Reaction Steps
2-chloroethyl chloridocarbonate (114 μL, 1.1 mmol) was added to a mixture of 1-(4-bromo-2-fluorophenyl)methanamine hydrochloride (0.240 g, 1.0 mmol) and triethylamine (293 μL, 2.1 mmol). The mixture was stirred at RT for 3 h, and then 1M of potassium tert-butoxide in THF (1.2 mL) was added. The mixture was stirred overnight at RT, diluted with methylene chloride, washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the desired product which was directly used in next step without further purification. LCMS: (M+H)=275.9/273.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461330B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-f6655df8c40640dcb1ee78f72068d4f3 |
| Source note | uspto-grants-2013_06 |