HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium formate → 2-Tert-butyl-5-aminobenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | HCID 57470259 | HCID 57470259 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Tert-butyl-5-aminobenzonitrile | HCID 57470260 | 91% |
Reaction Steps
To a refluxing solution of 2-tert-butyl-5-nitrobenzonitrile (816 mg, 4.0 mmol) in EtOH (20 mL) was added ammonium formate (816 mg, 12.6 mmol), followed by 10% Pd—C (570 mg). The reaction mixture was refluxed for additional 90 min, cooled to room temperature and filtered through Celite. The filtrate was concentrated to give 2-tert-butyl-5-aminobenzonitrile (E-2) (630 mg, 91%), which was used without further purification. HPLC ret. time 2.66 min, 10-99% CH3CN, 5 min run; ESI-MS 175.2 m/z (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08629162B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-3e677425b5b24689b9dcf780e450288d |
| Source note | uspto-grants-2014_01 |