Organic Lab Reactions 39

Organic Lab Reactions 39 - 2,6-Diallyl-4-carbethoxy...

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TABLE II— Continued ortho REARRANGEMENTS OF A^LYI* AHTL ETHERS Ring Substituents in 2 2 4-Carbethoxy 2-Allyl-4-carbethoxy 2-Methoxy-4-formyl 2-Methoxy-4-formyl-5-br l omo_ 2-Methoxy-4-acetyl 3-Hydroxy-4-formyl 3-Methoxy-4-formyl 3-Hydroxy-4-acetyl 3-Methoxy-4-acetyl 2-AHyl-3-hydroxy-4-acetyl 3-Methoxy-4-acetyl-6-allyl 3-Hydroxy-4-propionyI 3-Methoxy-4-propionyl 3-Acetyl-4-hydroxy 3-Acetyl-4-methoxy * Time, hours 0.5 0.5 0 5 1 1 1.5 0.75 6 0.75 2 2 0.75 0 33 Conditions Tempera- ture, ° C. 220-250 220-230 210-300 230-250 230 190-200 200- 210-215 215 210 210 ' 205 200 180-230 220-230 Solvent (or Other Special Condition) -4 Product Substituents in Phenolic Ring 2-Allyl-4-carbethoxy
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Unformatted text preview: 2,6-Diallyl-4-carbethoxy 6-AUyl-2-methoxy-4-formyl 6-Allyl-2-methoxy-4-forrnyl-5-bromo 6-Allyl-2-methoxy-4-acetyl 2-Allyl-3-hydroxy-4-formyl 6-Allyl-3-methoxy-4-formyl 2-Allyl-3-hydroxy-4-acetyl 6-Allyl-3-methoxy-4-acetyl 2,6-DialIyl-3-hydroxy-4-acetyl 2,6-Diallyl-3-methoxy-4-acetyl 2-AUyl-3-hydroxy-4-propionyl 6-Allyl-3-methoxy-4-propionyl 2-Allyl-3-acetyl-4-hydroxy 2-Allyl-3-acetyl-4-methoxy Yield >85% >85% 80% 54% 85% 50% 59% >85% 60% 20% 30% >85% 80% 74% 75% Reference * 44 (p. 87); 9*7 44 (p. 89) 44 (p. 116) 113 113a 57 57 56 56 56 56 57 57 57 57...
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