triethylamine in ethyl acetate

thionyl chloride; zinc(II) chloride T=65°C; 65 h;

chlorine in neat (no solvent) Ambient temperatureliquid phase chlorination of the aliphatic C5-carboxylic acids and their chlorides, methyl esters and chloromethyl esters, relative reactivity of each hydrogen atoms; Product distribution;

(i) Py, (ii) NH2OH, aq. EtOH; Multistep reaction;