CHCOC CHGOC HOC 90 00 限aIC6 auco coc OC2Hs 9 (6CHOCCHCH-CH-CH-COCHs CHOCCHCHCHCHCOCHs CH3 OCH3 (7 CHCCH-CH-CH.COCH CH.CCH.CH.CH.COCH 0oc24 0 。坐0,产物 8 WCO日、CHO COOC2Hs 0 、cH806C4 P p一产物 (9)(CHO.CHCH.CNH+OH®骏反度(CH6CHCH,CNH+H0 0 (CH6 CHCH.CNH+B,、→(CH)2 CHCH.CNH-一B+Br (CH,CHCH,已H一Bx·OH藏反度(CH.CHCH.EN--R·HO 0 n8-N-Br箱膝R8-N(氨烯)，Er
+ O CH3CCH2COC2H5 O O CH3CCHCOC2H5 O + HOC2H5 H + O CH3CCH2COC2H5 O OC2H5 OC2H5 COC2H5 - OC2H5 CH2 OC2H5 -CH2COOC2H5 C2H5O - CH3COOC2H5 ❱ 5 ❲ O O O C C C2H5OCCHCH2CH2CHCOC2H5 O OCH3 C2H5OCCHCH2CH2CH2COC2H5 (6) - OC2H5 O - O CH3 CH2CCH2CH2CH2COC2H5 O O (7) CH3CCH2CH2CH2COC2H5 - OC2H5 O - O ❳ - OC2H5 O -O OC2H5 O - OC2H5 O H + ❳ COOC2H5 CHCH2CHCOOC2H5 O - CH(COOC2H5)2 - CH OC2H5 2(COOC2H5)2 ❨ 8 ❩ O ❬ - OC2H5 OC2H5 - O O - C2H5OC O O C2H5OC O O (CH3)2CHCH2CNH H2O ❭ O ❪ ❫ ❴ OH - (CH3)2CHCH2CNH2 ❵ 9 ❛ O - + + (CH3)2CHCH2CN Br + H2O ❜ O ❝ ❞ ❡ (CH3)2CHCH2CNH Br O - 2 (CH3)2CHCH2CNH O - Br Br - + + O (CH3)2CHCH2CNH Br ❢ OH - + Br O Br - R C N O - R C N
R重排0-CNR(异银酸脂) 0=C-N:R+H2O本解R-N-C-ON取代氨基甲酸 h oH R-N-C=0·2OH脱羧，RNH2+CO2+H20 H OH (1o)前部分机理同(9) -N=C-O+CHOH→〈NHCOOCH 15-10 00 (1)CH3CH2COOH+CO2 CH3CH2COCI CHsCH2COCCH3 2)C2/P >-CHCOOC2Hs (g)900 OCHs 0 COOH CHaOCCH2CHCH2COCI CH3 CH3 CH3 (4)KMnO/H* COONa CH2CI (s)(CH3)2CHCOOH (CH3)2CHCOCI (CH3)2CHCONH2 (CH3)2CHC=N (6)○OH C888H CH2-CH2 CHz-CHC-O Q888H 0 0 (8)CH2-CH2 CH2-CH2CH2-CH2 BrBr CN CN COOHCOOH CH2-C-O 6H2o0 0 CH2 CNH -0) ○Br
C=N C O O O R C N R O C=N R + H2O R N H OH (N R N C O H OH + 2OH - RNH2 + CO3 2- + H2O NC=O + CH3OH (10) NHCOOCH3 15-10 (1) CH3CH2COOH +CO2 CH3CH2COCl CH3CH2COCCH3 O O CHCOOC2H5 (2) Cl2/P Cl CH3 CH3 O 3 O O O COOH CH3 C OCH3 CH3OCCH2CHCH2COCl O COONa (4) KMnO4/H + CH2Cl (5) (CH3)2CHCOOH (CH3)2CHCOCl (CH3)2CHCONH2 (CH3)2CHC N O (6) OH COOH COOH CH2 CH2 CH2 CH2 C OH CH2CH3 (7) COOH COOH O Br (8) CH2 CH2 Br CH2 CH2 CN CN CH2 CH2 COOHCOOH CH2 CH2 C O C O O Br Br CH2 CH2 C NH C O O O CH2 CH2 C N C O (NBS)