Dolbier HW Solutions 504

Dolbier HW Solutions 504 - 2 CH 3 O O C 6 H 5 O O O C 6 H 5...

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Thus all that is required is to treat dimethyl 1,2-benzenedicarboxylate and 1,1-diphenylacetone with base. Two successive acylations of a ketone enolate occur; the f rst is intermolecular, the second intramolecular. 21.27 Esters react with amines to give amides. Each nitrogen of 1,2-diphenylhydrazine reacts with a separate ester function of diethyl 2-butylmalonate. 21.28 Styrene oxide will be attacked by the anion of diethyl malonate at its less hindered ring position. The product is 4-phenylbutanolide. It has been prepared in 72% yield by this procedure. 1. HO 2 , H 2 O 2. H 1 3. heat C 6 H 5 COOCH
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Unformatted text preview: 2 CH 3 O O C 6 H 5 O O O C 6 H 5 CH(COOCH 2 CH 3 ) 2 2 C 6 H 5 CH CH 2 COCH 2 CH 3 O CH C O OCH 2 CH 3 O 2 1 COCH 2 CH 3 CH 3 CH 2 CH 2 CH 2 CH COCH 2 CH 3 O O Diethyl 2-butylmalonate C 6 H 5 C 6 H 5 N H H N 1,2-Diphenylhydrazine CH 3 CH 2 CH 2 CH 2 C 6 H 5 C 6 H 5 O O N N Phenylbutazone (C 19 H 20 N 2 O 2 ) 1 CH 3 CCH(C 6 H 5 ) 2 O COCH 3 COCH 3 O O NaOCH 3 ethanol CCH(C 6 H 5 ) 2 O O O Diphenadione CCH 2 CCH(C 6 H 5 ) 2 COCH 3 O O O b-Diketone; not isolated 1,1-Diphenylacetone Dimethyl 1,2-benzene-dicarboxylate 1. NaOCH 3 2. H 1 598 ESTER ENOLATES...
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This note was uploaded on 10/03/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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