Hydrochloric Acid → T5503425

Participants

Reaction Steps

To a solution of 440 g (2.437 mol) of 4-chloropropiophenone and 335 g (2.925 mol) t-butylnitrite in 700 g of tetrahydrofurane 97.8 g (2.681 mol) of gaseous hydrochloric acid is dosed over 2 hours at +25° C. to +40° C. Following the end of the addition the batch is stirred for two hours at +15° C. to +30° C. The reaction mixture is neutralized by adding 630.5 g of 20% sodium carbonate solution at +25° C. Some brine and methylcyclohexane is added and the phases are separated. The product crystallizes from the organic phase when concentrated. The product is isolated by filtration and the filter cake is washed with 75 g of methylcyclohexane at 0° C.: 438.9 g of (E)-1-(4-chlorophenyl)-propan-1,2-dione-2-oxime (m.p. 115-115C.) are obtained in 91.1% yield.

Provenance & Evidence