HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-[3-(Cyanomethoxy)phenyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | 3-Hydroxyacetanilide | HCID 12124 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | N-[3-(Cyanomethoxy)phenyl]acetamide | HCID 43093084 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
To a solution of N-(3-hydroxy-phenyl)-acetamide (5 g, 33.1 mmol) in acetone (50 ml) were added K2CO3 (5.49 g, 39.8 mmol) and bromo-acetonitrile (4.37 g, 36.4 mmol). The reaction mixture was heated to 100° C. for 3 h, filtered and the acetone layer evaporated in vacuo. This residue was dissolved in EtOAc (100 ml) and washed with 1M NaOH (10 ml×2). The organic layer was dried (Na2SO4), filtered and the solvent removed in vacuo. The crude residue was purified by column chromatography eluting with 80% EtOAc in heptane to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07326732B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-2e3491b25b484fd18f41c9a2ad843a8c |
| Source note | uspto-grants-2008_02 |