HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(ALLYLOXY)BENZONITRILE
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Cyanophenol | HCID 13019 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(ALLYLOXY)BENZONITRILE | HCID 257949 | — |
Reaction Steps
To a solution of 4-hydroxybenzonitrile (20.7 g, 169 mmol) and allyl bromide (27.1 g, 220 mmol) in DMF (620 mL) was added Cs2CO3 (66.7 g, 203 mmol) and water (0.67 mL). The resulting mixture was stirred at room temperature overnight and concentrated. The residue was partitioned between water and EtOAc and the aqueous layer was further extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated to give INT 24 which was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791100B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-2ab18214185f4667b7b9595d7b671bf3 |
| Source note | uspto-grants-2014_07 |