HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → rac-3-Amino-7,7,7-trifluoro-2-methylheptan-2-ol hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | Rac-benzyl (7,7,7-trifluoro-2-hydroxy-2-methylheptan-3-yl)carbamate | HCID 86718190 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | rac-3-Amino-7,7,7-trifluoro-2-methylheptan-2-ol hydrochloride | HCID 86718188 | — |
Reaction Steps
Under argon, 319 mg (0.30 mmol, 10% pure) of palladium on activated carbon and 9.1 ml (90.0 mmol) of cyclohexene were added to 1.0 g (3.0 mmol) of rac-benzyl (7,7,7-trifluoro-2-hydroxy-2-methylheptan-3-yl)carbamate Example 101A in ethanol (21 ml), and the reaction mixture was stirred at reflux overnight. The mixture was filtered through a Millipore® filter and the filter cake was washed with ethanol. 3 ml (6.0 mmol) of 2 N hydrochloric acid in diethyl ether were added to the filtrate and the mixture was concentrated and dried under high vacuum. This gave 785 mg (111% of theory) of the target compound. The product was used without further purification for the next reaction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946215B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-2580e189d25b40c188c7e66cfd078609 |
| Source note | uspto-grants-2015_02 |