Organic Lab Reactions 49

Organic Lab Reactions 49 - 4-Allyl-2,6-dibromophenol 1...

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TABLE III para REARRANGEMENTS OP ALUTL ABTL ETHERS A. AUyl Ethers of Phenols and Substituted Phenols t Compound Ring Substituents in CH 2 =CHCH 2 OC 6 H 5 2,6-Dichloro 2,6-Dibromo 2-Bromo-6-methyl 2,6-Dimethyl 2,6-DiaUyl 2-Methyl-6-methoxy 2-Allyl-6-methoxy 2-Allyloxy-3,6-diaDyl 2-Hydroxy-6-methoxy (?) 2,6-Dimethoxy 2,3-Dimethoxy-6-hydroxy 2-Carbomethoxy-6-methyl 2-Carbomethoxy-6-allyl 2-Carbomethoxy-6-methoxy Conditions Time, hours 1 7 0.5 2.5 2 1 "Few minutes" Tempera- ture, ° C. 195-200 Solvent (or Other Special Condition) (Inert atmosphere) (Refluxing tetralin) (Refluxing tetralin) 172 225-248 230-250 200 180-200 (Inert atmosphere) Diethylaniline (Refluxed at 75 mm.) 165-206 (Distillation at 275-290) a. 75 250 201-212 Product 4-AlIyl-2,6-dichloropheiiol 2-Allyl-6-chlorophenol
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Unformatted text preview: 4-Allyl-2,6-dibromophenol 1 2-AllyI-6-bromophenol f 4-Allyl-2-bromo-6-mthylphenol 2-Bromo-6-methyrphenol 4-Allyl-2,6-dimethylphenol 2,4,6-Triallylphenol 4-Allyl-2-methyl-6-methoxypheno] 2,4-Diallyl-6-methoxyphenol 3,4,5,6-Tetraallyl-2-hydroxyphenol 4-Allyl-2-hydroxy-6-methoxyphenol 4-Alryl-2,6-dimethoxyphenol 4-Allyl-2,3-dimethoxy-6-hydroxy-phenol 4-Allyl-2-carbomethoxy-6-methyl-phenol 4,6-Diallyl-2-carbomethoxyphenol 4-Allyl-2-carbomethoxy-&-methoxy-phenol Yield 57% 10% 61% 23% Trace >85% 50% 56% 83% >85% 30% 76% 69% >85% Eleference * 46 46 pro i fV7 So, 107 43 43 70 11 (p. 96) 109a 44 (p. 55) 108 128 72,73 74 44 (p. 83) 44 (p. 77) 129, 11 (p. 118) Q i 55 I Q M S...
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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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