HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68726157, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,5-Dibromopentane | HCID 8100 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Pyridineacetonitrile | HCID 80923 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68726157 | HCID 68726157 | — |
Reaction Steps
To a mixture of pyridin-3-yl-acetonitrile (14.65 g) and 1,5-dibromo-pentane (28.52 g) in THF (450 mL) and DMSO (450 mL) is added NaH (60% in mineral oil, 10.42 g) portionwise at 0° C. over 1 h. The mixture is allowed to warm to RT and stirred overnight. The reaction mixture is poured into water and extracted twice with EtOAc. The extract is concentrated and the residue is purified by silica gel chromatography to give 1-pyridin-3-yl-cyclohexanecarbonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133204B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-053a85e76225472dbacfd3c6c9284ffe |
| Source note | uspto-grants-2015_09 |