Organic Lab Reactions 40

Organic Lab Reactions 40 - Kerosene (inert atmosphere)...

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B. Polycyclic and Heterocyclic Derivatives Compound 5-Allyloxy-6-methyIindan 4,7-Dimethyl-5-allyloxyindan l-Allyloxynaphthalene 2-Allyloxynaphthalene l-Allyl-2-allyloxynaphthalene 2-Allyloxy-l ,4-naphthoquinone 4-Allyloxy-l,2-naphthoquinone l-Allyloxy-3,7-dimethylnaphthalene l-Allyloxy-5-methoxynaphthalene 1,4-Diallyloxynaphthalene 1,4-Diallyloxy-5,8-dihydronaphtha- lene 2,6-Diallyloxynaphthalene l,5-Diallyl-2,6-diallyloxynaphtha- lene 2-Allyloxy-3-carbomethoxynaphtha- lene 4-Allyloxybiphenyl •Conditions Time, hours 1 1 0.15 0.5 2.75 1.5 5 2 Few minutes Tempera- ture, ° C. ,245 ' 280 230 "Long heating" 135 135-145 240 240 200 240-250 190 Distilla- tion at 162 Solvent (or Other Special Condition) Dimethylaniline Dimethylaniline (Inert atmosphere) Dimethylaniline Diethylaniline (acetic anhydride, inert atmosphere)
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Unformatted text preview: Kerosene (inert atmosphere) (Inert atmosphere) Product 4-Allyl-5-hydroxy-6-methyUndan 4,7-Dimethyl-5-hydroxy-6-meth-ylindan 2-Allyl-l-naphthol l-AUyl-2-naphthol No reaction 2-Hydroxy-3-allyl-l ,4-naphthoqui-none 2-Hydroxy-3-allyl-l ,4-naphthoqui-none 2-Allyl-3,7-dimethyl-l-naphthol 2-Allyl-5-methoxy-l-naphthol 2,3-Diallyl-l ,4-diacetoxynaphtha-lene 2,3-Diallyl-l,4-dihydroxy-5,8-di-hydronaphthalene 1,5-Diallylnaphthalene-2,6-dioI Decomposition products l-Allyl-3-carbomethoxy-2-naphthol 3-AHyl-4-hydroxybiphenyl (mainly) Yield >85% 75% 50-60% >85% 70% 49% 73% >85% >85% 85% Reference * 52 52 44 (p. 61) 1 1 84 84 101 114 101 101 49 49 115 116 I i oa * References 104-129 appear on p. 48....
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