2-Ethylbutyraldehyde → 2-Ethyl-1-[1-(4-fluorobenzyl)-1H-1,2,4-triazol-5-yl]butan-1-ol

温度

-78 °C

To a stirred solution of 1-(4-fluorobenzyl)-1H-1,2,4-triazole (0.500 g, 2.82 mmol) in THF (30 mL) at −78° C. was added a solution of n-butyllithium (2.5M in hexanes, 1.1 mL, 2.9 mmol) dropwise. The mixture was stirred at −78° C. for 1.5 h, then 2-ethylbutyraldehyde (0.42 mL, 3.4 mmol) was added. The solution was slowly warmed to room temperature and stirred 18 h. It was then quenched with saturated aqueous NH4Cl and extracted twice with EtOAc. The organic extracts were dried (MgSO4), filtered, concentrated in vacuo and purified by column chromatography (SiO2, EtOAc/hexane, 1:1) to yield an oil in 47% yield.

1. temperatureThe solution was slowly warmed to room temperature
2. stirringstirred 18 h
3. customIt was then quenched with saturated aqueous NH4Cl
4. extractionextracted twice with EtOAc
5. dry with materialThe organic extracts were dried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. custompurified by column chromatography (SiO2, EtOAc/hexane, 1:1)
9. customto yield an oil in 47% yield

ORDレコード

ord-1daf8aca97b0450ba554b98204b4f6d9

出典データセット

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07674813B2