HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 66803442, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Chlorobenzonitrile | HCID 12163 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Cyclopropanemethanol | HCID 75644 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 66803442 | HCID 66803442 | 69% |
Reaction Steps
Cyclopropylmethanol (0.120 mL, 1.504 mmol) was added to a suspension of sodium hydride (60% in mineral oil) (0.072 g, 1.805 mmol) in DMF (4 mL) at room temperature. The mixture was stirred at room temperature for 30 min, 4-chlorobenzonitrile (0.139 g, 1.002 mmol) was added. The reaction mixture was stirred at room temperature for 18 h. The mixture was diluted with water and extracted with EtOAc (3 times). The organic extracts were combined, washed with water (2 times), brine (2 times), dried and evaporated under vacuum. The crude residue was purified by flash chromatography (hexane:EtOAc 9:1 to 85:15) to afford the title compound (0.120 g, 69%). Method B HPLC-MS: MH+ requires m/z=175. Found: m/z=175, Rt=1.73 min (100%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895733B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-84ce9429a53245e0b7b6a4296a5c7fe3 |
| Source note | uspto-grants-2014_11 |