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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2367166Generated: October 29, 2026

Hydrochloric Acid → (3aR,6aS)-Octahydrocyclopenta[c]pyrrol-5-ol--hydrogen chloride (1/1)

https://huagongshe.com/reaction/2367166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant(Meso-3aR,5r,6aS)-tert-butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylateHCID 20753133—
Solvent1,2-DichloroethaneHCID 11—
SolventDiethyl EtherHCID 3283—
Solvent1,4-DioxaneHCID 31275—
Product(3aR,6aS)-Octahydrocyclopenta[c]pyrrol-5-ol--hydrogen chloride (1/1)HCID 67281394—

Reaction Steps

3.00 g (13.20 mmol) of tert-butyl (3aR,5r,6aS)-5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (see synthesis: WO 2006/108 059) are dissolved in 150 mL of a 2/1 mixture of dioxane and 1,2-dichloroethane. 30 mL (120 mmol) of a 4N solution of hydrogen chloride in dioxane are poured into the medium with stirring. After stirring for 3 hours at room temperature, the medium is concentrated to dryness and the product obtained in hydrochloride form is taken up in diethyl ether for organization of the salt. After filtering off and drying under reduced pressure, 1.745 g (81%) of the expected product are obtained in the form of a hygroscopic solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697883B2
Source datasetuspto-grants-2014_04
ORD IDord-4d1494385ebc4c37be8a521a83e13e0f
Source noteuspto-grants-2014_04