HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Tert-butyl [2-(cyanomethyl)phenoxy]acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Reactant | 2-(2-Hydroxyphenyl)acetonitrile | HCID 10582824 | — |
| Solvent | Water | HCID 962 | — |
| Product | Tert-butyl [2-(cyanomethyl)phenoxy]acetate | HCID 59479112 | 97.5% |
Reaction Steps
To a mixture of 2.92 g of (2-hydroxyphenyl)acetonitrile, 4.71 g of tert-butyl bromoacetate and 110 mL of DMF was added 6.06 g of potassium carbonate at room temperature, followed by stirring for 12 hours. To the reaction solution was added water, followed by extraction with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography using hexane/ethyl acetate as an eluent solvent to obtain 5.29 g of tert-butyl[2-(cyanomethyl)phenoxy]acetate as a yellow oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150541B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-604f66f8ff2840889ef3e6d9c7c67fcd |
| Source note | uspto-grants-2015_10 |