CH3H CH3 ()CHCO-CH3+f→CHgC CH3 CH3 a CH3 CH3 CH3 CH3 (8)CH 9H+H、cH, CH2 Ssl CHr G CHa OH CH3 aH,o1CH-CHOH H,产物 CH3OH ()(CH3)C CH2 CHoCHS OCH CH,o (CHC CH OH OCH3 CHO - OCHo 13-6 (1)(CH3)2CCH(CH3)2 (2) OH CHaB. CH3 CH3 3) H C- ④②-C0OHCr0.毗啶 C2Hs CI ℃H5 CH3 C2Hs (5)CH>C CH-CHs (⑥)CrO/吡啶(Sarretti试剂) OH OCH3 5 (7) CH3 C O CH3 CH3 CH3 + H + CH3 C O CH3 CH3 H CH3 CH3OH + CH3 C CH3 CH3 Br - SN1 CH3 C CH3 CH3 Br (8) CH3 O CH3 C CH2 + H + CH3 O CH3 C CH2 H SN1 CH3 C CH2 OH CH3 CH3OH CH3 C CH2 CH3 CH3OH OH -H + 9 O (CH3 )2C CH2 + CH3O - SN2 (CH3)2C CH2 O OCH3 HOCH3 (CH3)2C CH2 OH OCH3 - CH3OO (10) CH2 CH CH2Cl CH3OCH2 CH CH2 O O Cl ❯✲❱❳❲ SN2 _ Cl - CH2 CH CH2 OCH O 3 δ δ 14 14 14 CH3 13-6 (1) (CH3 )2 (CH3 ) CCH 2 Br (2 ) CH2CH2Br OH CH2 O CH2 (3) CH3 C C2H5 Cl Cl H CH3 C C2H5 H (4) COOH CrO3 , , (5) O C C CH3 C CH CH3 C2H5 OH OCH3 (6) CrO3/ ❨❳❩❭❬ Sarrett❪❳❫ ❴ C2H5 CH3 CH3 H