o Hydrogenation of C-o C-n double Bonds and C-N triple bonds-醇、胺的制备 酰卤的催化氢化在部分钝化的催化剂作用下 可以停留在醛的阶段 H,, pd/c CH3 CH2CH=O CH2 CH, CH,OH H’, Raney ni CH3 CH, C(CH3=0 CH3 CH,CH(OH)CH 3 H2, Pd/c CH3CH,CHNCH3 CH3 CH2 CH2NHCH3 2H, Pd/C CH3CH2CH2C≡N CH3 CH2CH2CH2NH2 2 CH3 CH2CC CH3 CH2 CH CHr CH,CH,OH Pd/c An aldehyde can be obtained under partially deactivated Pd
Hydrogenation of C-O, C-N double Bonds and C-N triple bonds ——醇、胺的制备 酰卤的催化氢化在部分钝化的催化剂作用下 可以停留在醛的阶段 NCH3 N CH3 CH2 CH=O CH3 CH2 CH2OH CH3 CH2 CH CH3 CH2 CH2 NHCH3 CH3 CH2 CH2 C H2 , Pd/C CH3CH2C(CH3 )=O CH3 CH2 CH(OH)CH 3 H2 , Raney Ni H2 , Pd/C 2H2 , Pd/C CH3CH2CH2CH2N H2 CH3CH2CCl CH3 CH2 CH2OH H2 O Pd/C CH3 CH2 CH O An aldehyde can be obtained under partially deactivated Pd
其它基团的还原苄基鹾(或硫醚),用 于保护羟基,或合成取代甲苯化合物 CH -SCHPh CH H2, Raney ni OCHoPh OH 硝基化合物的还原 CH CH 3 3 NO 2 NH2 H2, Raney ni CH(CH3)2 CH(CH3)2
其它基团的还原——苄基醚(或硫醚),用 于保护羟基,或合成取代甲苯化合物 ——硝基化合物的还原 CH2 -SCH2 Ph OCH2 Ph H2 , Raney Ni CH3 OH C H3 CH(CH3 ) 2 N O2 H2 , Raney Ni C H3 CH(CH3 ) 2 N H2
其它基团的还原 ●—脱硫氢解,用于羰基的温和还原 Ets SEt H2, Raney ni OH s O H,, Raney ni Aco AcO
其它基团的还原 ——脱硫氢解,用于羰基的温和还原 EtS SEt O H2 , Raney Ni OH AcO S O H2 , Raney Ni AcO O
还原反应催化氢化活性 e Relative reactivity of the Functional Groups by Catalytic Hydrogenation RHCECHR >Rc≡N>RHc=NR RCCI >Rc≡cR> RCH RCR Decreasing reactivity toward H 2, Pt/c 1mol h IPh-HC-CH-C-Ph Pd/C Ph-H2 C--CHb2-C-ph Imol H Ph-HC=CH-CH Pd/c Ph-HC-CH-CH2OI
二、还原反应——催化氢化活性 Relative reactivity of the Functional Groups by Catalytic Hydrogenation RCCl O > RCH O > RCR O > RC CR > RHC CHR > > RC N RHC NR Decreasing reactivity toward H 2 , Pt / C Ph-HC CH-CH O 1mol H2 Pd / C Ph-HC CH-C-Ph O 1mol H2 Pd / C Ph-HC CH-CH2 OH Ph-H2 C CH2 -C-Ph O
二、还原反应催化氢化 Ph-HC=CH-CH Ph-H2C—cH2-CH HCI△ V 1mol H Ph-HC=CH-CH Pd/c Ph-2C一CH2-CH
二、还原反应——催化氢化 Ph-H2 C C H2 -CH O Ph-HC CH-CH O ? Ph-HC CH-CH O O 1mol H2 Pd / C Ph-H2 C C H2 -CH O O HCl