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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2192309Generated: October 30, 2026

Sodium hydride → HCID 58348375, compound

https://huagongshe.com/reaction/2192309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant3-Quinuclidinol, (-)-HCID 91404—
Reactant1-Thiophen-2-yl-cycloheptanecarboxylic acid ethyl esterHCID 58348324—
SolventTolueneHCID 1140—
ProductHCID 58348375HCID 5834837586%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329729B2
Source datasetuspto-grants-2012_12
ORD IDord-fe6cd7a005eb407dada9857f460b8b7b
Source noteuspto-grants-2012_12