Organic Lab Reactions 41

Organic Lab Reactions 41 - — — — —(Inert atmosphere...

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TABLE II— Continued ortho REARRANGEMENTS OF ALLTL ARTL ETHEBS Compound 2-AHyloxybiphenyl 2-Allyloxyphenanthrene 3-Allyloxyphenanthrene l-Methyl-7-isopropyl-9-allyloxy- phenanthrene l-Allyl-2-allyloxyphenanthiiene 2,6-Diallyloxyanthracene l,5-Dimethyl-2,6-diallyloxyanthra- cene ' 2-Allyloxyfluorene l-AHyl-2-allyloxyfkiorene and 3- aIlyl-2-aIlyloxyfluorene 1,2-Dimethyl-3-allyloxyfluorene t,4-Dutnethyl-3-aIlyloxyfluorene 2-Allyloxyfluorenone 1,6-DiaHyloxy dihydropleiadene 7-Allyloxyqumoline 7-Allyloxy-8-allylquinoline Conditions Time, hours 0.15 1.5 2.5 0.1 — • 3 0.1 Tempera- ture, °C. 250-300 100 100 150 160-180. 235-238 230 215 200 230 250 Solvent (or Other Special Condition) (Inert atmosphere) Diethylaniline (acetic anhydride)
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Unformatted text preview: — — — — (Inert atmosphere) — — — — i Product 3-Allyl-2-hydroxybiphenyl l-AIlyl-2-phenanthrol 4-Allyl-3-phenanthrol 10-AUyH-methyl-7-isopropyl-9-phenanthrol Decomposition products l,5-Diallyl-2,6-diacetoxyanthracene Decomposition products l-Allyl-2-hydroxyfluorene . 3-Allyl-2-hydroxyfluorene 1,3 1-DiaHyl-2-hydroxyrluorene 4-Allyl-l ,2-dimethyl-3-hydroxyfluo-rene 2-Allyl-l,4<limet*iyl-3-hydroxyfluo-rene Mixture of 1- and 3-allyl-2-hydroxyfluorenone Decomposition products 8-Myl-7-hydroxyquinoline No reaction Yield —i — — 55% 60% 25% — 78% 62% 60% 64% Reference * 117 51 51 51 51 50 50 53 53 53 53 53 55 49 118 % 118 o a...
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