HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (trans)-2-(3'-(Trifluoromethyl)biphenyl-4-yl)cyclopropanamine hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-butyl(trans)-2-(3'-(trifluoromethyl)biphenyl-4-yl)cyclopropylcarbamate | HCID 86673371 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | (trans)-2-(3'-(Trifluoromethyl)biphenyl-4-yl)cyclopropanamine hydrochloride | HCID 66715450 | 77.8% |
Reaction Steps
To a solution of tert-butyl (trans)-2-(3′-(trifluoromethyl)biphenyl-4-yl)cyclopropylcarbamate (200 mg, 0.53 mmol), in diethyl ether (5 mL) at 10° C. was added HCl in diethyl ether (3 mL), slowly dropwise over a period of 10 min, stirred the reaction mixture for 4 h. After completion, the solvent was evaporated, residue was triturated with hexane (5 mL) and diethyl ether (5 mL), and dried under reduced pressure to get (trans)-2-(3′-(trifluoromethyl)biphenyl-4-yl)cyclopropanamine hydrochloride (140 mg, 77.8%) as a white solid. 1H-NMR (DMSO-d6) δ (ppm): 1.27 (q, 1H), 1.46 (quin, 1H), 2.41 (m, 1H), 2.86 (m, 1H), 7.29 (d, 2H), 7.69 (m, 4H), 7.96 (m, 2H), 8.53 (s, 1H), 8.61 (br, 2H). MS (M+H): 278.3
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006449B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-5978d706fc884e95ab090ad5db342a56 |
| Source note | uspto-grants-2015_04 |