Benzyl chloromethyl ketone (CAS NO.: ), which is also known as 2-Propanone, 1-chloro-3-phenyl-, could be produced through the following synthetic routes.

Twelve grams (0.18 mole) of ground potassium hydroxide is dissolved in 45 ml. of n-propyl alcohol in a three-necked 500-ml. flask set on a steam bath so that the mixture can be warmed. Two necks of the flask are fitted with dropping funnels. A Vigreux fractionating column (25 cm. in length and 12 mm. in diameter) is inserted in the third neck of the flask. The column is connected, through a condenser and adapter, to a filter flask set in ice as the receiver. The side arm of the receiver is fitted with a drying tube. About 1.5 hours is required to dissolve the hydroxide, whereupon an additional amount of alcohol is added to bring the total volume to 50 ml. The solution is then cooled, and 100 ml. of absolute ether is added. Through one dropping funnel is added dropwise 20 ml. of nitrosomethylurethan1 (equivalent to 0.10 mole of diazomethane). The flask is warmed on a steam bath so that diazomethane distils over with ether while the nitrosomethylurethan is being added. The addition requires about 20 minutes. During this operation more dry ether is added as needed, through the second dropping funnel, until the total volume of ether distillate is 250 ml. When the ether distilling over is colorless, the distillate is transferred to another three-necked 500-ml. flask, equipped with a mechanical stirrer, a dropping funnel, and a condenser. To the stirred solution is added, over a period of 15 minutes, a solution of 6.6 ml. (7.7 g., 0.050 mole) of phenylacetyl chloride in 10 ml. of absolute ether. A copious evolution of nitrogen accompanies this operation.

After standing for 2 hours, the solution of diazoketone is cooled in ice and treated with dry gaseous hydrogen chloride until the passage of the gas no longer causes evolution of nitrogen. At the end of this time, the original yellow color of the solution has changed to an orange-red. About 100 ml. of water is slowly and cautiously added to the ether solution in order to cause a separation into two layers. An additional 50 ml. of water is then added to give a more complete separation. The ether layer is then washed with two 50-ml. portions of a 5% solution of sodium carbonate in water. The ether solution is dried with anhydrous calcium chloride or calcium sulfate, the solvent evaporated, and the product distilled. The yield of benzyl chloromethyl ketone, b.p. 133–135°/19 mm. or 96–98°/1 mm., is 7.0–7.1 g. (83–85%).