14-11 OH CCLORG-GUCCAGC-CUCMBOIC OH (2)CH.CCHCH-CHCHCH.CHCH3Br+CH3CH.CHO )CH,CH.CH.CCH8☐←CHCHa,C4ccH8-cH,CH,cH-CC0←2 CH.CH.CHO CH a)CH、 CH3、 CctCnc cgcouCb 66.G.O0·c6 ⊙oH→○0H QHdc4cHoO←-oH←CoH C Gt cieo OH OH 0ca0-Oama2°9：a0-Oa0cm8G° NO2 cH0-CHOCH,0-G←③-oH cm8-6°，O-cH←@ 9 9    (1 ) CH3CH2CH2CCH2CH3 Br CH3 Br CH3 CH3CH2CH2CCH2CH3 OH CH3 (CH2 )2Mg + CH3CC2H5 O CH3 CH3 CH2Br OH (2) CH2 CH2 CH2CHO C O CH2CHCH2CH3 + CH3 CH CH3 3 C CH O O (3) CH3CH2CH O C CH O O CH3CH2CH CH3CH2CH=CCHO 2 CH3CH2CHO CH3 OH CH2 C CH3 C CH3 O (4 ) CH3 CH3 CH3 CH2CH3 C CH3 C CH3 H CH3CHMgBr + CH3CCH2CH3 OH OH OH C2H5 (5) C2H5 OH C2H5 O + C2H5MgBr OH OH O (6 ) HC(CH2 )4CHO O3 OH OH C CH2 CH3 CH3 CH O 3 CH3 CH2=C CH3 C C CH3 Mg/Hg ✽ CH3CCH3 (7) Al2O3 O O CH=CHC CHO (8 ) CH3O NO2 CH3O NO2 + CH3C CH3 OH C O O CH3O CHO CH3O NO2 CH3C HCCl3 /KOH