第二节 有机化合物的合成 例一:用三个或三个碳以下的有机原料和适当的无机试剂合成: H:CCH-CH2-CH=C-CH3 CH3 CH3 逆合成分析: OH H,CCH-CH,-CH=C-CH,→H,CCH-CH,-CHC-CH→ CH3 CH3 CH3 H;C-CH-CH2CH2MgBr-H;C-CH-CH2CH2Br-H;C-CHCH2CH2OH CH3 CH3 0 C-CH3 (CH3)2CHBr
合成路线: Mg (CH3)2CHBr H2O HC-CH-CH2CH2OH PBr3 无水醚 CH2Ciz CH3 OH H3C-CH-CH2CH2Br Mg CHCOCH H2O CH3 H3CCH-CH2-CH2-C-CH3 无水醚 CH3 CH3 H H3CCH-CH2-CH=C-CH3 CH3 CH3
例二:用四个或四个碳以下的有机原料和适当的无机试剂合成: H3C-CH-CH2-C-CH(CH3)2 CH3 0 逆合成分析: OH H3C-CH-CH2-C-CH(CHh→HC-CH-CH2C-CHCH2→ CH CH3 (CH3)CHCHO H3C-CH-CH2MgBrHC-CH-CH2Br H3C-CH-CH2OH CH3 CH3 CH3
合成路线: HC-CH-CH2OH CHCI H3C-CH-CH2Br Mg (CH3)CHCHO CH3 CH3 无水醚 OH H20 CrO3/Py >H3C-CH-CH2-CH-CH(CH3)3- _H;C-CH-CH2-C-CH(CH3)2 CH3 CH3 0
例三:用苯和适当的无机试剂合成: 逆合成分析: Br N02