HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86631140, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Butyl iodide | HCID 10962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 86631141 | HCID 86631141 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86631140 | HCID 86631140 | 90% |
Reaction Steps
The title compound was made in a related procedure described by Daines, R. A. et al. (J. Med. Chem. 1993, 36, 3321-3332). To a solution of 2-hydroxy-pyridine-2-carbaldehyde (0.998 g, 8.11 mmol) in DMF (11.4 mL) was added 1-iodobutane (1.10 mL, 9.73 mmol) followed by anhydrous potassium carbonate (3.36 g, 24.3 mmol). After 1 h at 90° C., the solution was cooled to r.t. and poured into ethyl acetate. The organic layer was washed once with water, twice with brine and then was dried over sodium sulfate, filtered and concentrated in vacuo generating 1.31 g (90% yield, 7.30 mmol) of the title compound as a liquid. This material was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08026244B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-f48ce56d5a88438f922b6eadab4ad3e5 |
| Source note | uspto-grants-2011_09 |