HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (3aR,6aS)-Octahydrocyclopenta[c]pyrrol-5-ol--hydrogen chloride (1/1)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | (Meso-3aR,5r,6aS)-tert-butyl 5-hydroxyhexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate | HCID 20753133 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | 1,4-Dioxane | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697883B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-4d1494385ebc4c37be8a521a83e13e0f |
| Source note | uspto-grants-2014_04 |