HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → Ethyl 6-(5-chloro-2-thienyl)-6-oxo-5-phenoxycarbonyloxyhexanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | Ethyl 6-(5-chloro-2-thienyl)-5-hydroxy-6-oxohexanoate | HCID 18174715 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Ethyl 6-(5-chloro-2-thienyl)-6-oxo-5-phenoxycarbonyloxyhexanoate | HCID 18174743 | — |
Reaction Steps
To a mixture of ethyl 6-(5-chloro-2-thienyl)-5-hydroxy-6-oxohexanoate (21.6 g), pyridine (6.4 g) and tetrahydrofuran (100 ml) was added dropwise phenyl chlorocarbonate (12.7 g) with stirring under ice-cooling. After the resulting mixture was stirred at room temperature for 16 hours, the reaction mixture was concentrated, diluted with ethyl acetate (400 ml) and washed with water (200 ml). The organic layer was dried over anhydrous magnesium sulfate, and concentrated to give ethyl 6-(5-chloro-2-thienyl)-6-oxo-5-phenoxycarbonyloxyhexanoate as a yellow oil (30.5 g, quantitative).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06605629B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-41ba2461421e4171b5e9e757b36a6f3d |
| Source note | uspto-grants-2003_08 |