HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86707439, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 86707438 | HCID 86707438 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86707439 | HCID 86707439 | 64.8% |
Reaction Steps
To a solution of 8-(bromomethyl)-2-methylquinoline (1.50 g, 6.35 mmol) in DMSO (20 mL) was added NaCN (0.62 g, 12.7 mmol). The mixture was stirred at ambient temperature for 10 minutes. Water (100 mL) and ether (100 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (1:1 hexane/ethyl acetate) to give 2-(2-methylquinolin-8-yl)acetonitrile (0.75 g, 58.3%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889704B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-9f34468b5f6a42f0b4ef910d043c8b29 |
| Source note | uspto-grants-2014_11 |