Reaction #70217

Reaction equation

Acetophenone

3′-Hydroxy-4′-methoxyacetophenone

O-(4-cyanobenzyl)hydroxylamine hydrochloride

→

CP30283

Yield 51.0%

(E)-3′-Hydroxy-4′-methoxyacetophenone O-4-Cyanobenzyl Oxime

Yield 51.0%

Conditions

Workup

1. 1
   TemperatureAfter being heated for 3 h the reaction mixture
2. 2
   Temperaturewas cooled
3. 3
   Otherthe solvent removed under reduced pressure
4. 4
   FiltrationThe ensuing solid was filtered off
5. 5
   Washwashed with cold isopropanol (3.0 mL)

Procedure

Acetophenone 12 (30 mg, 0.181 mmol) was condensed with O-(4-cyanobenzyl)hydroxylamine hydrochloride (35) (37 mg, 0.200 mmol) according to the general procedure II-B defined above. After being heated for 3 h the reaction mixture was cooled and the solvent removed under reduced pressure. The ensuing solid was filtered off and washed with cold isopropanol (3.0 mL) to afford the title compound CP30283 (27 mg, 51%) as a white solid, m.p. 125.9-129.7° C.

Source