HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 3-Amino-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Propionitrile | HCID 7854 | — |
| Reactant | 4-Methoxybenzonitrile | HCID 70129 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | 3-Amino-3-(4-methoxyphenyl)-2-methylprop-2-enenitrile | HCID 53401095 | 35.1% |
Reaction Steps
Combine 4-methoxybenzonitrile (50.0 g, 376 mmol), potassium t-butoxide (84.2 g, 752 mmol), propionitrile (62.0 g, 1.130 mmol) and toluene (1,880 mL); and stir for 72 h. Dilute with satd NaHCO3 and extract with EtOAc. Evaporate the organic solution and crystallize from hexane/EtOAc to afford 3-amino-3-(4-methoxyphenyl)-2-methylacrylonitrile. Yield: 35.1%. ES-MS: m/e 189.2 (m+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07960419B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-3eb7fefc770b4bd8badc53159cfb4274 |
| Source note | uspto-grants-2011_06 |