(9)C6(脱水)(10)○0(11)○0(-C02-0) 脱水脱羧 15-14 (I)B>A>C>D (2②)A>C>B>D (3)C>A>B>D (④B>D>A>C (⑤)B>D>C>A (6)B>D>A>C (7)B>D>C>A (8)A>C>B>D>E>F 15-15 (1)CHgCCH2(CH2)3CHCHCCHCOC2H5 .BrCHCCHdCHcoCaH CHe(CH2)2CH S'0 (2)CHCCHCHCH←-CHC CCHCHCCH.CCHOC CH3 2次烷基化 90 aH+CHbCCHCoCzHO-C-Co C-CoHs ④cH80CtoH←—ct! 09 oct÷odototocn8an8oct HOCHCH2CH2CH3 5)CHOHCHCHCHCCHOCHCHECH OH OH (6)CHCOCH2CH2COCH3←—CH&COCHCOOC2H (④✳⑤✳④✵⑥) (12)  , 9 O (10 O 11 O CO2 H2O O O CH3COCH2CH2CH2COOH 15-14
 "             %#  !  CH2(CH2)2CH3 + O CH3CCH2COC2H5 O CH2(CH2)2CH3 O CH3CCHCOC2H5 O O CH3CCH2 (CH2)3CH3 ⑦ 1 ⑧ Br + CH2CH3 + ICH3 O O CH3CCH2COC2H5 CH2CH3 O CH3O CH3C C COC2H5 CH3 (2) CH3CCHCH2CH3 O Br ⑨❙⑩✢❶✫❷♦❸ + O O CH3CCH2COC2H5 O=C C6H5 O CH3CCHCOC2H5 O C CH2CCH3 (3) O O Cl O=C C6H5 O CH3CCH2COC2H5 O O=CCH2CH2CH3 CH3 C CH C OC2H5 HOCHCH2CH2CH3 OH (4) CH3CHCHCH2OH O O + ClCCH2CH2CH3 O O O CH3O CHCH2CH2CHCH3 CH3O CCH2CH2CCH3 (5) OH OH BrCH2COCH3 + CH3COCH2COOC2H5 CH2COCH3 CH3COCH2CH2COCH3 CH3COCHCOOC2H5 (6)