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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1620624Generated: November 2, 2026

Water → {(3aR,6aS)-2-[2,4-bis(trifluoromethyl)benzyl]octahydrocyclopenta[c]pyrrol-5-yl}methanol

https://huagongshe.com/reaction/1620624

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2,4-Bis(trifluoromethyl)benzyl bromideHCID 518871—
Reactant(3aR,6aS)-octahydrocyclopenta[c]pyrrol-5-ylmethanol hydrochlorideHCID 86678792—
SolventDimethylformamideHCID 6228—
Product{(3aR,6aS)-2-[2,4-bis(trifluoromethyl)benzyl]octahydrocyclopenta[c]pyrrol-5-yl}methanolHCID 8667879485.7%

Reaction Steps

To a solution of (3aR,6aS)-octahydrocyclopenta[c]pyrrol-5-ylmethanol hydrochloride (0.79 g) and potassium carbonate (1.53 g) in DMF (15 ml) was added 1-(bromomethyl)-2,4-bis(trifluoromethyl)benzene (1.5 g). The reaction mixture was stirred at room temperature for 3 hr, water was added, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772277B2
Source datasetuspto-grants-2014_07
ORD IDord-c7a987fe52f647c0917a90755861310f
Source noteuspto-grants-2014_07