Dimethylamine → 4-chloro-N,N-dimethylbutyramide

A solution of 50.0 g (1.11 mole) of dimethylamine in 100 ml of tetrahydrofuran was added dropwise to a solution of 28.2 (0.20 mole) of 4-chlorobutyryl chloride in 50 ml of tetrahydrofuran. The reaction mixture was stirred mechanically while the temperature was maintained between 5° C. and 15° C. throughout the addition. After the final addition, the solution was filtered to remove solid precipitates, and the filtrate concentrated under reduced pressure to yield 29.6 g (99%) of a yellow liquid. An analytical sample was prepared by filtering the liquid 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 liquid.

1. temperaturewas maintained between 5° C. 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 concentrated under reduced pressure

ORD record

ord-6a0de83b81294411a3c790dcee27c16a

Source dataset

uspto-grants-1991_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05057524