HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Cyanide → 2-(3-(2,6-Dimethylbenzyloxy)-4-methoxyphenyl)acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 2-((5-(Bromomethyl)-2-methoxyphenoxy)methyl)-1,3-dimethylbenzene | HCID 66958660 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 2-(3-(2,6-Dimethylbenzyloxy)-4-methoxyphenyl)acetonitrile | HCID 66959087 | — |
Reaction Steps
The solution of 2-((5-(bromomethyl)-2-methoxyphenoxy)methyl)-1,3-dimethylbenzene (Step D, 3.28 g, 9.7 mmol) and NaCN (0.624 g, 12.7 mmol) in dry DMF (20 ml) was heated at 120° C. for 2.5 hours then cooled and diluted with EtOAc (50 ml). The organic layer was washed with water (30 ml), brine, dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 2:1) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889724B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-5f5a684092fb4797897fd13a6a70c1da |
| Source note | uspto-grants-2014_11 |