HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → (RS)-2-Amino-2-(4-chloro-phenyl)-butyronitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 4'-Chloropropiophenone | HCID 22697 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Catalyst | Titanium isopropoxide | HCID 11026 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (RS)-2-Amino-2-(4-chloro-phenyl)-butyronitrile | HCID 16783758 | — |
Reaction Steps
A solution of 4′-chloropropiophenone (5 g) in MeOH (20 ml) was treated under an argon atmosphere and at r.t. with 7M NH3 in MeOH (33.9 ml). Then, tetraisopropyl orthotitanate (10.54 ml) was added dropwise. The reaction mixture was stirred for 1 hr at r.t. Then, trimethylsilyl cyanide (3.72 ml) was added and stirring was continued at r.t. overnight. The reaction mixture was poured in ice and extracted with EtOAc. The organic layer was dried over MgSO4, filtered and concentrated. The crude (RS)-2-amino-2-(4-chloro-phenyl)-butyronitrile (4.95 g) was used in the next reaction step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08604061B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-1c663d5fdc7542d2b068d7e1eed39484 |
| Source note | uspto-grants-2013_12 |