由烯烃制备 HaPO CH -CH, H,O Chacho 了D 30010MP H3PO4 CHrCH=CH,+ h,o →CH3CHCH 30010MPa OH CH CH CH3C=CH H,SO CH2C一CH OSORH HoO CH CH3C-CH3 OH
Organic Chemistry Organic Chemistry Xiamen Xiamen University University 由烯烃制备 CH 2 CH 2 + H 2 O H 3PO 4 300 10 M P a CH 3CH 2OH CH 3CH CH 2 + H 2 O H 3PO 4 300 10 M P a CH 3CHCH 3 OH CH 3C C H 2 CH 3 + H 2SO 4 CH 3C C H 3 CH 3 OS O 3 H H 2 O CH 3C C H 3 CH 3 OH 可能发生重排
(1)B2He RCH, CH2OH RCLESh(2)H,O, OH QD3 ()Hg(oac)2 RCHCH (2) NaBH OH Co(cO) 8 CH2-CH2 +CO H2 CH? Ch, ch,oh RCH=CH, +Co +H-o RCHo CHoChoOh RCHCH,OH CH Zno-Cr2o Co+H 2 3, CH3OH
Organic Chemistry Organic Chemistry Xiamen Xiamen University University RCH CH 2 (1) B 2 H 6 (2) H 2 O 2, OH - RCH 2CH 2OH (1) H g(O A c ) 2 (2) N a B H 4 RCHCH 3 OH CH 2 CH 2 + C O + H 2 Co( CO) 8 CH 3CH 2CH 2OH P RCH CH 2 + C O + H 2 Co RCH 2CH 2CH 2OH P RCHCH 2OH CH 3 CO + H 2 ZnO - C r 2 O 3 P CH 3OH
由羰基化合物制备 QD3 CH2O (1)RMgX RCH,OH (2)H3O OH (RMgX CHacHo RCHCH (2)H3O (RMgX OH CH3COCH RCCH (2)H3O+ 3 CH (DRMgX →RCH2CH2OH (2)H3O
Organic Chemistry Organic Chemistry Xiamen Xiamen University University 由羰基化合物制备 CH 2 O CH 3CHO CH 3COCH 3 (1) R MgX (2) H 3 O + (1) R MgX (2) H 3 O + (1) R MgX (2) H 3 O + RCH 2OH RCHCH 3 OH RCCH 3 OH CH 3 O (1) R MgX (2) H 3 O + RCH 2CH 2OH
OH QD3 H,O CH3COCH3+CH≡CNa CH≡C-CCH CH H2O 2CH,O+NaC≡CNa HOCH,C≡CCH2OH RCHO)H2,Pd或 Ni Rch2OH gR2C=0或LAI4 RoCHON NaB
Organic Chemistry Organic Chemistry Xiamen Xiamen University University CH CH CNa 3COCH 3 + CCH 3 OH CH 3 CH C H 2 O 2CH 2O + NaC CNa H 2 O HOCH 2 C CCH 2OH RCHO RCH 2OH R 2C= O R 2CHOH H 2 , Pd 或Ni 或LiAlH 4 , NaBH 4
由卤代烃水解 OH, H2O RX ROH Na,CO CH,=CHCH,Cl CH2=CHCH2OH OH HO CHoCI CHoO
Organic Chemistry Organic Chemistry Xiamen Xiamen University University 由卤代烃水解 RX OH -, H 2 O ROH 不常 用 (1) 副反应多 (2) 一般情况下醇比卤代烃易得 CH 2 CHCH 2Cl Na 2CO 3 CH 2 CHCH 2OH CH 2Cl CH 2OH OH -, H 2 O