(9)>CH=CHCOOH CHCH2COOHCHCH2COONa Br OH (1O)○-CHCOOH○-CHCOOH-9 HCOOH○-CHCOOH OH NH COOH (11)CH2CH2COOC2H5 CH2CH2COOC2Hs CH2CH2COOC2H5 CH2CH2COOH CH2COOH CH2COOAg CH2Br CH2Br P HOCH2CH2CH2COONa 0 (12)RCO3H (Baeyer-Villiger)NaOC(CH2)4CH2OH HOC(CH2)4CH2OH (13)CHCk OH CH-CNCH-COOH PhO0(交酯) O入o人Ph (14)a.BrCH2COOC2Hs,Zn b.H*,H2O CH3CH2C=CHCOOH CH3 OH CHCHC-OCO:CHCHCCHCONHCzHs CHa CH3 OH CHCHCCH2CH2OH CHCH2OH ,不反应 CHa (15)NaOH 》-OH OH COOH COONaBr OH (9) CH=CHCOOH CHCH2COOH CHCH2COONa CHCOOH NH2 (10) CHCOOH CHCOOH Br COOH CHCOOH OH O O HOCH2CH2CH2COONa (12) RCO3H (Baeyer Villiger❣❤ ✐ NaOC(CH2)4CH2OH HOC(CH2)4CH2OH O O OH CH COOH OH H O (13) CHCl2 C CH CN O O O Ph Ph O ( CH3 BrCH2COOC2H5 , Zn H CH3CH2C=CHCOOH + ,H2O CH3 CH3CH2C=O CH3 OH CO2 CH3CH2CCH2CONHC2H5 ❥ CH3CH2CCH2CH2OH + CH3CH2OH OH CH3 COONa 15NaOH OH COOH OH CH2 CH2CH2COOH CH2Br CH2CH2COOC2H5 CH2COOAg CH2CH2COOC2H5 CH2COOH CH2CH2COOC2H5 (11) Br