Acetyl chloride → (+-)-Acetofenate

Participants

Reaction Conditions

Reaction Steps

134 g (1 mole) of aluminum chloride are added, while stirring, to 500 ml (4.4 moles) of o-dichlorobenzene, the excess of which simultaneously serves as the solvent. The mixture is cooled to 0° C and 147.5 g (1 mole) of anhydrous chloral are added dropwise at 0° to 5° C. The mixture is allowed to react further at 0° to 5° C for 6 hours and 78 g (1 mole) of acetyl chloride (or 102 g, 1 mole of acetic anhydride) are then added dropwise at 0° to 8° C. The batch is then poured in portions into a suspension of 322 g (1 mole) of sodium sulfate ·10 H2O in o-dichlorobenzene and the temperature is kept at about 20° C by cooling. The salts which have precipitated out are filtered off and washed twice with 300 ml of o-dichlorobenzene and the solvent is stripped off at 100° C in a rotary evaporator. 100 ml of isopropanol are added to the residue and the mixture is left to crystallize out at 0° C. The crystals are filtered off, washed with a little cold isopropanol and dried in a vacuum desiccator. 309 g (92% of theory) of 1-(3,4-dichlorophenyl)-2,2,2-trichloro-ethyl acetate with a melting point of 85°-86° C are obtained.

Provenance & Evidence