HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 58348375, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Quinuclidinol, (-)- | HCID 91404 | — |
| Reactant | 1-Thiophen-2-yl-cycloheptanecarboxylic acid ethyl ester | HCID 58348324 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 58348375 | HCID 58348375 | 86% |
Reaction Steps
1-Thiophen-2-yl-cycloheptanecarboxylic acid ethyl ester (Example 5c) (2.5 g) and (R) -quinuclidin-3-ol (2.08 g) were dissolved in toluene (350 mL) and sodium hydride (0.1 g) added under nitrogen. The mixture was heated to reflux for 20 hours after which the toluene was carefully distilled off to leave ˜100 mL which was cooled and washed with water (100 mL), dried (MgSO4) and evaporated. The crude product was purified by column chromatography on silica eluting with ethyl acetate/triethylamine (99/1) to afford the sub-titled compound (2.84 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329729B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-fe6cd7a005eb407dada9857f460b8b7b |
| Source note | uspto-grants-2012_12 |