Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Picolinic acid | HCID 1018 | — |
| Reactant | Ethyl cyanoacetate | HCID 7764 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 59563746 | HCID 59563746 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59563706 | HCID 59563706 | — |
Reaction Steps
To a solution of ethyl 2-cyanoacetate and (4-iodobenzyloxy)triisopropylsilane (E199) in dioxane were added Cs2CO3, CuI, and picolinic acid. The mixture was stirred overnight at 90° C. The solid was removed by filtration and the dioxane concentrated under reduced pressure. Column chromatography (SiO2, hexane:ethyl acetate 25:1) gave pure ethyl 2-cyano-2-(4-((triisopropylsilyloxy)methyl)phenyl)acetate (E200) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08394826B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
|---|
| ORD ID | ord-00385fd441024fb2b7a1be7af80fde47 |
|---|
| Source note | uspto-grants-2013_03 |
|---|
