b, Claisen-Schimidt Reaction 苯甲醛与含a-H醛酮的克莱森-施密特反应 Reaction Materials: Benzaldehyde and aldehydes or ketones witha-H CHO II KOh H2O C=C—C-H t Ch3Ch -|-C—C-H H OH 肉桂醛(反式) HO cH、H Naoh HC=C—Ph c--c--Ph H COPh 反式 Product 1, 3-diphenyl-2-propen-1-one is also called as benzalacetophenone
b. Claisen-Schimidt Reaction 苯甲醛与含α-H醛酮的克莱森-施密特反应 CH3 CH O H C OH H2 C C H O C H H C C H O CHO + KOH - H2O 肉 桂 醛 （ 反 式 ） H3 C C Ph O H C C H C Ph O H COPh C6 H5 H CHO 反 式 + NaOH Reaction Materials: Benzaldehyde and aldehydes (or ketones) withα-H Product 1,3-diphenyl-2-propen-1-one is also called as benzalacetophenone
Synthesis of benzalacetophenone H3C OH- benzaldehyde acetophenone benzalacetophenone Mechanism + OH-1 H2c HOH alpha H compound enolate ion OH HO H O o alpha aldol addition product
Synthesis of benzalacetophenone H O O O benzaldehyde + H3C acetophenone benzalacetophenone OH-1 O O O H O H C O O H3C + OH-1 H2C .. + HOH -1 H2C .. -1 + OH H2 - H2O enolate ion no alpha-H aldol condensation product aldol addition product alpha-H compound Mechanism ：
Reaction Mechanism Analysis O 慢. CH3-C-H OH H2-C-H 快 CH3CH-CH2-C-H CH3-C-H OH 快 H2O- CH3-CH-CH2-C-H+ OH O -H2o : C3CH=CH2-CH
Reaction Mechanism Analysis CH3 C H O + OH CH2 C H O 慢 H2 O CH2 C H O CH3 CH O 快 CH3 C H O + H2 O 快 CH2 C H O CH3 CH OH CH3 CH CH2 CH O + + OH
Examples: Aromatic CHO 10% NaOH 25-30 Excessive amoun CHO EtoNa O(60%) O KOH CHO O 13 H
Examples：Aromatic CHO + O 1 3 KOH H + O O CHO O + 10% NaOH 25-30 ℃ Excessive amount O CHO + O EtONa O (60%)
EXamples: Heterocycle CHO O Naoh O H2O S CHO S H2SO4 C NO2 O
Examples: Heterocycle S O S O H C CHO O2 N NO2 + H2 SO4 O CHO O + H2 O O O NaOH