Ethanol → Ethyl 4-(2-nitrophenyl)-3-oxobutanoate
Reaction equation
C(OC(=O)C[C:6]([CH2:8][C:9](=[O:20])[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N+:17]([O-:19])=[O:18])=[O:7])C.[CH2:22]([OH:24])[CH3:23]>>[CH2:22]([O:24][C:6](=[O:7])[CH2:8][C:9]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N+:17]([O-:19])=[O:18])=[O:20])[CH3:23]Participants
3
Procedure
30 gm (0.103M) ethyl-o-nitrophenylacetylacetoacetate was added over a period of 15-20 minutes to a saturated ammoniacal ethanol solution (prepared by bubbling NH3 gas into 400 cc. absolute for 15-20 minutes while cooling the solution to 0°-5° C.). The orangy mixture was stirred for 1 hour at 5°-10° C. and then left in the refrigerator overnight. The ethyl-γ-2-nitrophenylacetoacetate crystals formed were filtered and dried in vacuum. Additional solid was obtained after evaporation of the filtrate and washing with water to remove any amide formed.
Workup
- customprepared
- customby bubbling NH3 gas into 400 cc
- temperatureabsolute for 15-20 minutes while cooling the solution to 0°-5° C.)