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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 510183Generated: October 26, 2026

Diethyl Ether → (cis)-2-amino-N-(2,2,2-trifluoroethyl)cyclohexanecarboxamide Hydrochloride

https://huagongshe.com/reaction/510183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
ReactantDiethylether hexaneHCID 21584099—
ReactantTert-butyl{(cis)-2-[(2,2,2-trifluoroethyl)carbamoyl]cyclohexyl}carbamateHCID 97027465—
Solvent1,4-DioxaneHCID 31275—
Product(cis)-2-amino-N-(2,2,2-trifluoroethyl)cyclohexanecarboxamide HydrochlorideHCID 117628534—

Reaction Steps

To tert-butyl {(cis)-2-[(2,2,2-trifluoroethyl)carbamoyl]cyclohexyl}carbamate, I-5a (2.55 g, 7.86 mmol) in Dioxane (10 ml) was added 4 M HCl/Dioxane (19.66 ml, 79 mmol) and the mixture allowed to stir at RT for 60 min. The reaction was concentrated in vacuo and resulting solid slurried with diethyl ether (100 mL). Re-concentration of the mixture and re-slurry of the solid with ether/hexane gave a free flowing solid. Final concentration of the mixture gave a white solid, I-5b, (2.1 gm) which was stored under nitrogen.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096598B2
Source datasetuspto-grants-2015_08
ORD IDord-23ac0915210640fc89faf0c5e91f373e
Source noteuspto-grants-2015_08