Acetic Acid → 2-Chloro-2',3',6'-trimethylacetanilide

Participants

Reaction Steps

A mixture of 7.8 g of 2,3,6-trimethylaniline R. A. Scherrer and H. R. Beatty, J. Org. Chem. 37, 1681 (1972), and 50 ml glacial acetic acid was cooled to 10° C. in a glass stoppered bottle, 7.23 g chloroacetyl chloride was added, mixed quickly and followed immediately by a cooled solution of 19.3 g sodium acetate trihydrate in 80 ml water. The mixture was shaked for 30 min. and the solid material was filtered off and washed carefully with water. After drying, a yield of 9.94 g (81%) was obtained. It melted at 145°-146° C. Analysis: Calcd. for C11H14ClNO: C 62.4, H 6.67, Cl 16.8. Found: C 62.4, H 6.78, Cl 16.8.

Provenance & Evidence