HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 3-Bromo-4-oxo-4-thiazol-2-yl-butyric acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Phenyltrimethylammonium bromide dibromide | HCID 17977687 | — |
| Reactant | Ethyl 4-(2-thiazolyl)-4-oxobutyrate | HCID 68499389 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Bromo-4-oxo-4-thiazol-2-yl-butyric acid ethyl ester | HCID 86587616 | — |
Reaction Steps
Phenyltrimethylammonium tribromide (3.4 g, 8.91 mmol) in DCM (20 mL) is added dropwise to a solution of 4-oxo-4-thiazol-2-yl-butyric acid ethyl ester (1.9 g, 8.91 mmol) in DCM (30 mL. The mixture is stirred overnight at room temperature. 5% NaHCO3 (40 mL) is added to the mixture. The organic layer is separated and the aqueous layer is extracted with DCM (2×40 mL). The combined organic layers are dried and solvent removed. The residue is purified by column (hexanes/ethyl acetate 3:1) to give 3-bromo-4-oxo-4-thiazol-2-yl-butyric acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06916819B2 |
| Source dataset | uspto-grants-2005_07 |
| ORD ID | ord-da3d607cd8a644199f2b93ad184d0e44 |
| Source note | uspto-grants-2005_07 |