DT A NN-MIXTURE mixture IN-OF of CD-ALPHANUM 124D -LRB- ( CD 0.75 NN-MASS g COMMA , CD 2.9 NN-AMOUNT mmol -RRB- ) COMMA , OSCAR-CM iron -LRB- ( CD 0.48 NN-MASS g COMMA , CD 8.6 NN-AMOUNT mmol -RRB- ) CC and OSCAR-CM ammonium OSCAR-CM chloride -LRB- ( CD 0.46 NN-MASS g COMMA , CD 8.6 NN-AMOUNT mmol -RRB- ) IN-IN in OSCAR-CM EtOH DASH / OSCAR-CM H2O -LRB- ( CD 10 NN-VOL mL DASH / CD 3 NN-VOL mL -RRB- ) VBD was VB-HEAT refluxed -LRB- ( NN-APPARATUS bath NN-TEMP temperature CD 90 NN-TEMP °C -RRB- ) IN-FOR for CD 4 NN-TIME h STOP . IN-AFTER After VB-COOL cooling TO to NN-TEMP room NN-TEMP temperature COMMA , DT-THE the JJ-CHEM reaction NN-CHEMENTITY mixture VBD was VB-DILUTE diluted IN-WITH with OSCAR-CM water COMMA , VB-EXTRACT extracted IN-WITH with OSCAR-CM dichloromethane CD three NN-TIMES times STOP . DT-THE The JJ-CHEM combined JJ-CHEM organic NN-CHEMENTITY phases VBD were VB-DRY dried IN-OVER over OSCAR-CM Na2SO4 COMMA , VB-FILTER filtered CC and VB-CONCENTRATE concentrated TO to VB-YIELD give CD-ALPHANUM 124E IN-AS as DT a NN-STATE oil STOP .