Document Details
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Document Type |
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Article In Journal |
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Document Title |
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Modern Friedel-Crafts chemistry. Part 301 facile synthesis of isomeric tri-and tetramethyltetrahydrophenanthrenes via rearranged cycloalkylation of suitably methylated 1-(1-and 2-naphthyl)-3-pentanols Modern Friedel-Crafts chemistry. Part 301 facile synthesis of isomeric tri-and tetramethyltetrahydrophenanthrenes via rearranged cycloalkylation of suitably methylated 1-(1-and 2-naphthyl)-3-pentanols |
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Subject |
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Chemistry |
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Document Language |
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English |
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Abstract |
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Facile methods for the synthesis of isomeric tri-and tetramethyl- tetrahydrophenanthrenes (11, 18, 21, and 27) have been accomplished through rearranged Friedel-Crafts cycloalkylation of naphthylpentanols 1-4, respectively. Thus, treatments with the mild 85% H2SO4, H3PO4 and A1C13/CH3NO2 catalysts produced 1,1,2-trimethyl-1,2,3,-tetrahydropenanthrene 11 from 2,2-dimethyl-5-(1-naphthyl)-3-pentanol 1, 3,4,4-trimethyl-1,2,3,4- tetrahydrophenanthrene 18 from 2,2-dimethyl-5-(2-naphthyl)-3-pentanol 2, 1,1,2,2-tetramethyl-1,2,3,4-tetrahydrophenanthrene 21 from 2,2,-trimethyl-5-(1- naphthyl)-3-pentanl 3 and 3,3,4,4-tetramethyl-1,2,3,4-tetrahydropenanthrene 27 from 2,2,3-trimethyl-5-(.-naphthyl)-3-pentanol 4. Treatment with the strong A1C13 catalyst resulted in varying amounts of side products. The starting and final products were characterized by elemental analysis and IR, 1H NMR and MS data. |
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ISSN |
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0376-4699 |
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Journal Name |
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Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry |
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Volume |
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49 |
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Issue Number |
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2 |
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Publishing Year |
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1431 AH
2010 AD |
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Article Type |
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Article |
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Added Date |
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Monday, November 21, 2011 |
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Researchers
| Ali Ali Khalaf | Khalaf, Ali Ali | Researcher | Doctorate | khalafal@aun.edu.eg |
| حسن عبدالقادر البار | Albar, Hassan A | Researcher | Doctorate | halbar@kau.edu.sa |
| خالد عمر الفوتي | Al-Footy, Khalid Omar | Researcher | Doctorate | kalfooti@kau.edu.sa |
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