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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2208149Generated: October 31, 2026

Hydrochloric Acid → (1R*,3R*,4R*)-4-Azido-3-methylcyclohexanamine hydrochloride

https://huagongshe.com/reaction/2208149

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl methyl etherHCID 15413—
Reactanttert-Butyl[(1R*,3R*,4R*)-4-azido-3-methylcyclohexyl]carbamateHCID 131732233—
SolventTetrahydrofuranHCID 8028—
Product(1R*,3R*,4R*)-4-Azido-3-methylcyclohexanamine hydrochlorideHCID 8666664294.4%

Reaction Steps

tert-Butyl [(1R*,3R*,4R*)-4-azido-3-methylcyclohexyl]carbamate (example C10; 2.5 g; 10.0 mmol) is dissolved in THF (25.0 mL). After addition of HCl (4M solution in dioxane; 10.0 mL; 40.0 mmol) the reaction mixture is stirred at ambient temperature over night and gently refluxed for additional 6 hours. tert-BuOMe is added at ambient temperature, the precipitated product is collected by suction filtration, washed with several small portions of tert-BuOMe and dried under reduced pressure to yield 1.8 g of the title compound as colourless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09376442B2
Source datasetuspto-grants-2016_06
ORD IDord-1dc9f71dd3c0416dac8acae0cf1f3932
Source noteuspto-grants-2016_06