Chloroacetyl chloride → HCID 15580654, compound

Participants

Reaction Steps

The dimethyl acetal of 2-(2,6-dimethylanilino)acetaldehyde (12.2 grams; 0.058 mole), triethylamine (8.1 ml) and benzene (100 ml) were charged into a glass reaction vessel equipped with a mechanical stirrer, thermometer and addition funnel. The mixture was cooled in an ice bath and chloroacetyl chloride (6.6 grams; 0.058 mole) was added dropwise with stirring. After the addition was completed stirring was continued and the reaction was allowed to warm up to room temperature. After this time the mixture was filtered and the filtrate washed with dilute aqueous hydrochloric acid. The washed filtrate was dried over anhydrous magnesium sulphate and was stripped of solvent under reduced pressure to yield the desired product the dimethyl acetal of 2-[N-(α-chloroacetyl)-2,6-dimethylanilino]acetaldehyde.

Provenance & Evidence