HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18385105, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Fluoroindole | HCID 67861 | — |
| Reactant | Benzonitrile, 3-(bromomethyl)- | HCID 97249 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18385105 | HCID 18385105 | 103.5% |
Reaction Steps
To a solution of 3 g (22.2 mmol) of 5-fluoroindole in 90 ml of dry DMF was added 8.28 g (23 mmol) NaH and 4.51 g (23 mmol) of 3-bromomethyl benzonitrile. The mixture was stirred overnight at and thereafter distributed between water and dihcloromethane. The water layer was extracted twice with dichloromethane, and the combined organic extracts were washed with brine, dried and evaporated. The oily residue was subjected to flash chromatography eluting with dichloromethane/hexane (1/1), to give 5.75 g (76%) of the subtitle product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06492406B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-986b54b40865487a90a8b55d1ef43d18 |
| Source note | uspto-grants-2002_12 |