1-Bromo-3-chloropropane → 5-Chloro-2-(4-chlorophenyl)pentanoic acid

Temperature

-78 °C

A solution of 4-chlorophenylacetic acid (1 g) in THF (30 mL) was stirred at −78° C. for 20 minutes. n-Butyl lithium (2.66 M solution in hexane, 4.41 mL) was added to the solution, and the reaction solution was stirred at −78° C. for one hour. Thereafter, the reaction solution was stirred at 0° C. for one hour, 1-bromo-3-chloropropane (0.638 mL) was added to the reaction solution, and the reaction solution was stirred at room temperature for 18 hours. Thereafter, ethyl acetate and 1 N aqueous 2hydrochloric acid were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 1.55 g of the title compound. The property values of the compound are as follows.

1. stirringThereafter, the reaction solution was stirred at 0° C. for one hour
2. stirringthe reaction solution was stirred at room temperature for 18 hours
3. customthe organic layer was separated
4. dry with materialThe resulting organic layer was dried over anhydrous magnesium sulfate
5. concentrationconcentrated under reduced pressure

ORD record

ord-1ddb4c78526940299c0e939029161d8a

Source dataset

uspto-grants-2010_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07713993B2