Methyl Ketones by Hydrating Alkynes Hydration of terminal alkynes in the presence of hg2t HRO CH3CH2)2C≡CH Heso CHa(CH23C-CH ②2004 1-Hexvne 2-Hexanone(78%)
Methyl Ketones by Hydrating Alkynes • Hydration of terminal alkynes in the presence of Hg2+
p186 aryl Ketones by acylation Friedel-Crafts acylation of an aromatic ring with an acid chloride in the presence of AlCl3 catalyst 0 C +CH2CC、Ao CH Heat Benzene A cetyl Acetophenone(95%) chloride 92004 Thomson/Brooks Cole
Aryl Ketones by Acylation • Friedel–Crafts acylation of an aromatic ring with an acid chloride in the presence of AlCl3 catalyst p. 186
109 Ketones from Ozonolysis Ozonolysis of alkenes yields ketones if one of the unsaturated carbon atoms is disubstituted CHo 1.0 2.Zn/H30 +CH20 CH. CH 70% @2004 Thomson/Brooks Cole
Ketones from Ozonolysis • Ozonolysis of alkenes yields ketones if one of the unsaturated carbon atoms is disubstituted p. 109
328 Reduce an( ester, acid halides, amides nitriles)with diisobutylaluminum hydride Al(Bull; Dibahl, or H,/pd/s LiAl(OBu)3H COCI(OR, NH2) CHO
• Reduce an ( ester, acid halides, amides, nitriles) with diisobutylaluminum hydride Al(Bui )2H;DIBAH], or H2 / Pd/S, LiAl(OBut )3H COCl(OR, NH2 ) CHO [H] p. 328
329 Reaction of acid halides withr culi COCl COR OCuLi R Gattermann-Koch Reaction CHO CO/HCI AlCl/:cucl CH
• Reaction of acid halides with R2CuLi: R2CuLi COCl COR R O • Gattermann-Koch Reaction: p. 329 CH3 CHO CH3 CO/ HCl AlCl3 / CuCl