Organic Lab Reactions 37

Organic Lab Reactions 37 - 6-Allyl-3-hydroxy

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TABLE II— Continued ortho REARRANGEMENTS OF ALLYL ARTL ETHERS to Ring Substituents in 2-Hydroxy * 3-Hydroxy 4-Hydroxy-2,3,5-trimethyl 2-Methoxy 2-Methoxy-4-methyl 3-Methoxy 3-Methoxy-6-carbomethoxy 4-Methoxy 2-Allyloxy 3-Allyloxy 4-AUyloxy 4-Acetoxy 4-Benuoyloxy Time, hours 0.1 1.5 1 0.75 6 0.75 2.25 2 Conditions Tempera- ture, ° C. 170-265 200-280 230 230 220-230 180 210 210-215 130-280 Solvent (or Other Special Condition) Refluxing dimeth- ylaniline Refluxing dimeth- ylaniline (inert atmosphere) Refluxing dimeth- ylaniline Kerosene Product Substituents in Phenolic Ring 6-Allyl-2-hydroxy 4-Allyl-2-hydroxy
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Unformatted text preview: 6-Allyl-3-hydroxy 6-Allyl-4-hydroxy-2,3,5-trimethyl 6-Allyl-2-methoxy J 6-Allyl-2-methoxy-4r-methyl 6-Allyl-3-methoxy 2-AIIyl-3-methoxy-6-carbomethoxy 2-Allyl-4-methoxy 3,6-Diallyl-2rhydroxy 4,6-Diallyl-3-hydroxy 2,3-Diallyl-4-hydroxy and 2,5-di-allyl-4-hydroxy (in equal amounts) 2-Allyl-4-acetoxy Mixture of benzoyl derivatives of 2-allyl-4-hydroxy Yield >85% f >85% t 45% >85% >85% "Good" 68% "Good" >85% 80% >85% Reference * 31, 32, 108 81, 108 109 1 109a 110 / 110a 110 31, 108 108 101 102 77 O...
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