HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (1R*,3R*,4R*)-4-Azido-3-methylcyclohexanamine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butyl methyl ether | HCID 15413 | — |
| Reactant | tert-Butyl[(1R*,3R*,4R*)-4-azido-3-methylcyclohexyl]carbamate | HCID 131732233 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (1R*,3R*,4R*)-4-Azido-3-methylcyclohexanamine hydrochloride | HCID 86666642 | 94.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09376442B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-1dc9f71dd3c0416dac8acae0cf1f3932 |
| Source note | uspto-grants-2016_06 |