Dolbier HW Solutions 338

Dolbier HW Solutions 338 - cyclohexylamine C 6 H 5 CCH 3 N...

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17.11 ( b ) Nucleophilic addition of butylamine to benzaldehyde gives the carbinolamine. Dehydration of the carbinolamine produces the imine. ( c ) Cyclohexanone and tert -butylamine react according to the equation ( d ) 17.12 ( b ) Pyrrolidine, a secondary amine, adds to 3-pentanone to give a carbinolamine. Dehydration produces the enamine. 3-Pyrrolidino-2-pentene Carbinolamine intermediate CH 3 CH 2 CCH 2 CH 3 OH 1 H 2 O N CH 3 CH CCH 2 CH 3 N 1 3-Pentanone CH 3 CH 2 CCH 2 CH 3 O Carbinolamine intermediate CH 3 CH 2 CCH 2 CH 3 OH Pyrrolidine H N N 1 Cyclohexylamine Acetophenone Carbinolamine intermediate C 6 H 5 CCH 3 OH NH NH 2 C 6 H 5 CCH 3 O N -(1-Phenylethylidene)-
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Unformatted text preview: cyclohexylamine C 6 H 5 CCH 3 N 2 H 2 O 2 H 2 O 1 O Cyclohexanone HO NC(CH 3 ) 3 H Carbinolamine intermediate (CH 3 ) 3 CNH 2 tert-Butylamine NC(CH 3 ) 3 N-Cyclohexylidene-tert-butylamine N-Benzylidenebutylamine NCH 2 CH 2 CH 2 CH 3 CH OH H 2 H 2 O CH NCH 2 CH 2 CH 2 CH 3 Carbinolamine intermediate CH 3 CH 2 CH 2 CH 2 NH 2 CH O Benzaldehyde Butylamine 1 CH NCH 2 CH 2 CH 2 CH 3 OH H 432 ALDEHYDES AND KETONES: NUCLEOPHILIC ADDITION TO THE CARBONYL GROUP...
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This note was uploaded on 09/28/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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