HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15348Erstellt: 23. Oktober 2026
Water → Butyl (2E)-3-[4-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-6-(methyloxy)-2-pyridinyl]-2-propenoate
https://huagongshe.com/de/reaction/15348
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Butyl Acrylate | HCID 8846 | — |
| Edukt | N-Methyl dicyclohexylamine | HCID 24210 | — |
| Edukt | 4-(((tert-Butyldimethylsilyl)oxy)methyl)-2-chloro-6-methoxypyridine | HCID 57486888 | — |
| Katalysator | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Katalysator | HCID 178418851 | HCID 178418851 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | Butyl (2E)-3-[4-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-6-(methyloxy)-2-pyridinyl]-2-propenoate | HCID 57486889 | 68% |
Reaktionsschritte
A solution of 2-chloro-4-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-6-(methyloxy)pyridine (9.20 g, 32.01 mmol) in 1,4-dioxane (100 ml) was treated with Pd(Pt-Bu3)2 (327 mg, 0.64 mmol), Pd2(dba)3 (293 mg, 0.32 mmol), Cy2NMe (7.53 ml, 35.21 mmol) and n-butyl acrylate (5.96 ml, 41.62 mmol). The reaction was heated at 120° C. for 1 h and was then treated with water extracted 3× with diethyl ether, dried (magnesium sulphate), evaporated and chromatographed on silica gel (250 g), eluting with 1:4 ethyl acetate-hexane to give the desired product (8.25 g, 68%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07732461B2 |
|---|
| Quelldatensatz | uspto-grants-2010_06 |
|---|
| ORD ID | ord-b6a97985058d4259ad42a7b03ab67cf0 |
|---|
| Quellennotiz | uspto-grants-2010_06 |
|---|