Dimethyl Sulfoxide → 2-(4-Fluorophenyl)-2-methylpropanal

温度

-60 °C

To a stirred solution of oxalyl chloride (2.81 ml) in dichoromethane (30 ml) at −60° C. was added dropwise a solution of dry dimethyl sulphoxide (4.84 ml) in dichloromethane (20 ml). The mixture was stirred for 15 min at −60° C. and then a solution of 2-(4-fluoro-phenyl)-2-methyl-propan-1-ol (4.59 g; CAS 703-10-6) in dichloromethane (20 ml) was added dropwise. The mixture was stirred at −60° C. for 2 hours and then triethylamine (18.9 ml) was added dropwise. The reaction mixture was allowed to warm to room temperature and diluted with water and with dichloromethane. The phases were separated and the organic phase was washed with water and then dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (SiO2, heptane/EtOAc gradient) to yield a colourless oil, (3.47 g, 77%).

1. stirringThe mixture was stirred at −60° C. for 2 hours
2. temperatureto warm to room temperature
3. customThe phases were separated
4. washthe organic phase was washed with water
5. dry with materialdried over Na2SO4
6. concentrationconcentrated in vacuo
7. customThe residue was purified by column chromatography (SiO2, heptane/EtOAc gradient)
8. customto yield a colourless oil, (3.47 g, 77%)

ORDレコード

ord-73e1d86c933d4f29b46211e79ac39a92

出典データセット

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08242153B2