Friedel-Crafts Acylation

Mechanism of the Friedel-Crafts Acylation

Sample reactions

LiClO4, Sc(OTf)3
MeNO2
60 °C, 4 h, 32% (2 steps)


AcCl, AlCl3
CH2Cl2
Reflux, 2 h, 86%
"The starting material is an intermediate of the second part of this synthesis."



ZnCl2
CH2Cl2
Reflux, 2 h, 79%


AlCl3
CS2
Reflux, 60 min, 77% (2 steps)



SnCl4
MeNO2
60%


P2O5
MsOH
RT, 10 h, 75%


AlCl3
CH2Cl2
51% (3 steps)


H3PO4, P2O5
EtCO2H
70 °C, 60 min, 73%


(CF3CO)2O
4 Å MS
DCE
0 °C to RT, 60 min, 90%



AlCl3
MeNO2
RT, 5.5 h, 90%


PPA
85 °C, 60 min, 73%


AlCl3
PhNO2
RT, 2 d, 82% (2 steps)


BF3.OEt2
CH2Cl2
RT to reflux, ON, 77% (3 steps)


AcCl, AlCl3
PhNO2
5 °C, 4 d, 23%
"Purified by crystallization of the semicarbazone."



AlCl3
PhNO2
0-5 °C, 24 h, 80%


(CF3CO)2O
CF3CO2H
0 °C, 10 min, 97%


AcCl, AlCl3
CH2Cl2
98%
