HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethylamine → Benzonitrile, 3-((ethylamino)methyl)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethylamine | HCID 6341 | — |
| Reactant | Benzonitrile, 3-(bromomethyl)- | HCID 97249 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzonitrile, 3-((ethylamino)methyl)- | HCID 457596 | 73% |
Reaction Steps
3-(Bromomethyl)benzonitrile (20.0 g, 0.1 mol) was added portion wise into a 2M solution of ethylamine in THF (150 mL) at 0° C. After 5 hours, the reaction mixture was concentrated under vacuum. The residue was taken up with water and extracted with DCM. The organic layer was dried over sodium sulphate and evaporated under reduced pressure to afford the title compound as yellow liquid (12 g, 73%). 1H NMR (DMSO-d6, 400 MHz) δ 7.75 (s, 1H), 7.67 (d, 2H), 7.50 (m, 1H), 3.71 (s, 2H), 2.46 (m, 2H), 0.99 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08802704B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-8f80384114d84864a544a2a8d47c068e |
| Source note | uspto-grants-2014_08 |