HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroform → HCID 10790513, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Bromocyclopentane | HCID 8728 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22007341 | HCID 22007341 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10790513 | HCID 10790513 | 32% |
Reaction Steps
To a solution of 1-(2-chloro-4-pyridyl)-2,2-bis(methoxycarbonyl)-6-hydroxy-7-methoxynaphthalene (3.34 g) in dimethylformamide (150 ml) is added sodium hydride (0.4 g) under ice-cooling, and the mixture is stirred at room temperature for 30 minutes. To the reaction mixture is added dropwise cyclopentyl bromide (1.8 ml), and the mixture is heated with stirring at 80° C. overnight. The mixture is heated at 130° C. for two hours. To the resultant are added chloroform and water, and the chloroform layer is separated, washed, dried, and concentrated under reduced pressure to remove the solvent. The residue is crystallized from 1-(2-chloro-4-pyridyl)-2,3-bis(methoxycarbonyl)-6-cyclopentyloxy-7-methoxynaphthalene (1.24 g, yield; 32%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05969140 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-2f5f1bf28ffb4e7cbb79051c7fb09546 |
| Source note | uspto-grants-1999_10 |