Dimethylamine → 5-chloro-N,N-dimethylpentanamide

A solution of 20.0 g (0.44 mole) of dimethylamine in 100 ml of cold tetrahydrofuran (THF) was added dropwise to a solution of 20.0 g (0.13 mole) of 5-chlorovaleryl chloride in 100 ml of THF. The reaction mixture was stirred mechanically and the temperature maintained between 5° and 15° C. throughout the addition. After the final addition, the solution was filtered to remove solid precipitates, and the filtrate was concentrated under reduced pressure to yield 18.0 g (85%) of yellow oil. An analytical sample was prepared by filtering this oil through a small bed of silica gel and eluting with ethyl acetate-hexane (1:1). The fractions containing the desired product were combined and concentrated under reduced pressure to give the title compound as a light-yellow oil.

1. temperaturethe temperature maintained between 5° and 15° C. throughout the addition
2. additionAfter the final addition
3. filtrationthe solution was filtered
4. customto remove solid
5. customprecipitates
6. concentrationthe filtrate was concentrated under reduced pressure

ORD record

ord-8f1e7ecea9dd46bbbdfc372fc1cbdd94

Source dataset

uspto-grants-1991_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05057524