HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(1-(Trifluoromethyl)cyclopropyl)ethan-1-amine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 2-(1-(Trifluoromethyl)cyclopropyl)acetonitrile | HCID 84763088 | — |
| Solvent | Dimethyl Sulfide | HCID 1068 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(1-(Trifluoromethyl)cyclopropyl)ethan-1-amine hydrochloride | HCID 89813732 | 40% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Treat a solution of 2-(1-(trifluoromethyl)cyclopropyl)acetonitrile (2.2 g, 14.7 mmol) in THF (60 mL), under N2, with BH3 (10 M in dimethyl sulfide, 3 mL, 30 mmol) and heat at 70° C. overnight. Cool the mixture to 0° C., treat dropwise with methanolic HCl, concentrate to dryness, dissolve in MeOH, re-concentrate and treat the residue with EtOAc. Collect the solids via filtration and dry to afford the title compound (1.1 g, 40% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.05 (s, 3H), 2.87 (t, J=8.4 Hz, 2H), 1.90-1.86 (m, 2H), 0.96-0.93 (m, 2H), 0.82-0.81 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334267B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-6acdf09eda344f72acf9e21cfd217619 |
| Source note | uspto-grants-2016_05 |