(B)酰基化 Acylation C-R AIC +R—C-Cl +hcl (RCOhO C-CH3 AlCl3 ①D t ch2--c--cl Cl +ho 80 Acetyl chloride Acetophenone ⑨D 乙酰氯 苯乙酮
Organic Chemistry Organic Chemistry Xiamen Xiamen University University (B) 酰基化(Acylation) Al C l 3 + R C Cl O C R O + HCl (R C O ) 2 O Al C l 3 + CH 3 C Cl O C C H 3 O + HCl 80 Ac e t y l c h l o r i d e A c e tophenone 乙酰氯 苯乙酮
反应机理 T R-C-Cl AlCI R一C++ACI C-R +R-C+ L pH H C-R
Organic Chemistry Organic Chemistry Xiamen Xiamen University University 反应机理 R C Cl O + A l C l 3 R C O + A lCl 4 R C O + C R O C R O H + H
C-CHoCH AlcI t cha choc--cl 80 Zn(Hg) CHoCHoCH HCI Clemmenson reduction 当苯环上有强吸电子取代基时,不发生 Friedel--Crafts反应
Organic Chemistry Organic Chemistry Xiamen Xiamen University University Al C l 3 + CH 3CH 2 C Cl O C C H 2CH 3 O 80 Zn(Hg) CH 2CH 2CH 3 HCl C lem m enson reduction 当苯环上有强吸电子取代基时 不发生 Friedel—Crafts反应
无水ZnCl2 CH,C +CHoo+HCl 60 +h,o 氯甲基化 Chloromethylation) AlCl CHO +co+ hc △ ①D ⑨D Letterman-Koch反应
Organic Chemistry Organic Chemistry Xiamen Xiamen University University + C H 2O + HCl 无水ZnC l 2 CH 2Cl + H 2 O 60 氯甲基化 (Chloromethylation) + C O + H C l Al C l CHO 3 Getterman—Koch反应