HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (2-Chloro-5-(boc-amino)phenyl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 2-Chloro-5-(boc-amino)benzyl mesylate | HCID 22600111 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | (2-Chloro-5-(boc-amino)phenyl)acetonitrile | HCID 22600105 | 65% |
Reaction Steps
To a stirred solution of 2-chloro-5-(Boc-amino)benzyl mesylate (from step (ii) above) in DMSO was added NaCN (2.9 g; 60 mmol), and the solution was stirred at room temperature overnight. The mixture was poured into water (300 mL) and the water suspension was extracted with ether (4×50 mL). The combined organic layers were washed with water, dried (Na2SO4), and concentrated. After flash chromatography (Si-gel; heptane:EtOAc (8:2)), 5.2 g (65%) of the sub-title compound was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06255301B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-92dee7f7ca264d3498a7382d4a9c3bcd |
| Source note | uspto-grants-2001_07 |