HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 5-(aminomethyl)-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Benzonitrile, 2-[4-chloro-3-(trifluoromethyl)phenoxy]-5-formyl- | HCID 86666201 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 5-(aminomethyl)-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile | HCID 66825558 | 49.9% |
Reaction Steps
To a suspension of 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-formylbenzonitrile (1.0 g, 3.07 mmol) and ammonia (10 mL, 70.0 mmol) (7M in MeOH) in methanol (50 mL), was added Pd/C (0.327 g, 3.07 mmol). The reaction mixture was stirred at rt overnight under H2 atmosphere, filtered and concentrated. Purification via MDAP afforded the title compound (500 mg). LC-MS (ESI): m/z 327 [M+H]+; 2.49 min (ret time).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859573B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-f88f8c4790c948049f847214b8627f62 |
| Source note | uspto-grants-2014_10 |