Organic Lab Reactions 44

Organic Lab Reactions 44 - Diethylaniline Diethylaniline...

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D. Rearrangements of Ethers Containing Monosubstituted AUyl Groups 1. /3-METHTLALLTL ETHERS Ring Substituents in /"*T3T ___f* /~VTT /"\/"1 TT CH2r==C—CH2OCJH5 1 None 4-Chloro 2-Methyl 3-Methyl 4-Methyl 2-03-Methylallyl) 2,4-Dimethyl 2,5-Dimethyl 3,4-Dimethyl 2-Isopropyl-5/-methyl 2-03-MethylaUyl)-4-methyl 2-OS-Methylallyl)-5-methyl 2-Methoxy 3-(0-Methylallyloxy) Conditions Time, hours 2.5 0.5 0.5 0.5 0.5 0.15 0.15 0.15 0.15 0.15 0.15 0.15 0.5 0.5 Tempera- ture, °C. 200-215 200-240 200-240 200-240 200-240 210-235 210-235 210-235 210-235 210-235 210-235 210-235 205 205 Solvent (or Other Special Condition) Diethylaniline (inert atmosphere) Diethylaniline Diethylaniline
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Unformatted text preview: Diethylaniline Diethylaniline Diethylaniline Diethylaniline Diethylaniline Product > Substituents in 4 5 <ftCH 2 C=CH 2 CHs None 4-Chloro 2-Methyl 3-Methyl 4-Methyl 2-(0-Methylallyl) 2,4-Dimethyl 2,5-Dimethyl 3,4-Dimethyl 2-Isopropyl-6-methyl 2-( J 8-Methylallyl)-4-methyl 2-(|8-MethylaUyl)-5-methyl 2-Methoxy 4-08-Methylallyl)-3-hydroxy Yield 82% 60-70% 60-70% 60-70% 60-70% 50-60% 60-60% 50-60% 50-60% 50-60% 50-60% 50-60% 60-70% 60-70% Reference * 66,123 66 66 66 66 66 66 ) 66 ' , 66 66 66 66 66 66 * References 104-129 appear on p 48. i Co CO...
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This note was uploaded on 11/20/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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