Water → HCID 70873210, compound

Temperature

0 °C

2.3 g (9.03 mmol) of methyl 3-(4-chlorophenyl)-3,4-dimethylpentanoate were dissolved in 50 ml of dichloromethane and cooled to 0° C. 1.44 g (10.8 mmol) of nitronium tetrafluoroborate were then added a little at a time. After the addition had ended, the reaction solution was initially stirred at 0°-10° C. for 1 h. The mixture was then slowly warmed to room temperature and stirred at this temperature for another 2 h. The reaction mixture was then added to about 50 ml of water, the phases were separated and the organic phase was dried over magnesium sulphate. The solution was concentrated by evaporation and the residue obtained was then purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 20:1). This gave 2.3 g (85% of theory) of the target compound.

1. additionAfter the addition
2. temperatureThe mixture was then slowly warmed to room temperature
3. stirringstirred at this temperature for another 2 h
4. customthe phases were separated
5. dry with materialthe organic phase was dried over magnesium sulphate
6. concentrationThe solution was concentrated by evaporation
7. customthe residue obtained
8. customwas then purified by chromatography on silica gel (mobile phase cyclohexane/ethyl acetate 20:1)

ORD record

ord-7497bda287bc473899444af8e0cbb598

Source dataset

uspto-grants-2014_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08796335B2