2-Ethylbutyraldehyde → HCID 68593352, Verbindung

Temperatur

-78 °C

To a chilled reaction vessel at −45° C. containing 1-benzyl-1H-imidazole (3.0 g, 19.0 mmol) in Et2O (100 mL) was added a solution of n-butyllithium (2.5M in hexanes, 10.8 mL, 26.9 mmol) dropwise. After 30 min, the reaction vessel was cooled to −78° C. and 2-ethylbutyraldehyde (2.8 mL, 22.8 mmol) was added dropwise. The reaction mixture was warmed to 0° C. and stirred for 15 min, then poured into sat. aqueous NH4Cl and extracted with Et2O. The organic layer was washed with H2O, dried over MgSO4, filtered and concentrated in vacuo. The resulting yellow oil was purified by column chromatography (SiO2, EtOAc/hexane, 3:2, then 7:3) to yield a clear oil in 69% yield.

1. customTo a chilled reaction vessel at −45° C.
2. temperatureThe reaction mixture was warmed to 0° C.
3. extractionextracted with Et2O
4. washThe organic layer was washed with H2O
5. dry with materialdried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. customThe resulting yellow oil was purified by column chromatography (SiO2, EtOAc/hexane, 3:2
9. custom7:3) to yield a clear oil in 69% yield

ORD-Eintrag

ord-a44e7f27a04d4c39a6684a1d3272904f

Quelldatensatz

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07674813B2