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Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shown.

Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shown.

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter9: Addition Via Cyclic Intermediate
Section: Chapter Questions
Problem 2E
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Make an electron-flow-mechanism for this synthetic scheme. This involves predicting major and by-products using electronic and structural effects. The arrow push mechanism must be shown.( benzene to napthalene) with label

 

6. Haworth Synthesis Friedel Crafts FIRST Clemensen acylation Anhydrous AICI, A reduction CH2 Zn(Hg), conc. HCI CH. Wolff-Kishner CH2 +soci, CH2 -so, -HCit Reduction NH,-NH, & KOH in ethane-1,2-diol 4-oxo-4-phenyl solvent benzene 4-phenyl butanoic acid 4-phenyl butanoyl chloride (r-phenyl butyryl chloride) succinic anhydride butanoic acid (B-benzoyl (r-phenyl butyric acid) propionic acid) Dehydration / Cyclization Conc H,SO, PPA / P,0;/-H,0 HF I Conc H,PO, -HCit Friedel Crafts intramolecular acylation Anhydrous AICI, I SnC, A SECOND Clemensen reduction Dehydrogenation / Oxidation/ Aromatization Palladised Charcoal (Pd-C)/ Selenium A -2H, Zn(Hg).HCI Wolf-Kishner Reduction NH, NH, & KOH in ethane-1,2-diol naphthalene 1,2,3,4-tetrahydro naphthalene (tetralin) 3,4-dihydro naphthalen-1(2H)-one (a-tetralone) solvent
Transcribed Image Text:6. Haworth Synthesis Friedel Crafts FIRST Clemensen acylation Anhydrous AICI, A reduction CH2 Zn(Hg), conc. HCI CH. Wolff-Kishner CH2 +soci, CH2 -so, -HCit Reduction NH,-NH, & KOH in ethane-1,2-diol 4-oxo-4-phenyl solvent benzene 4-phenyl butanoic acid 4-phenyl butanoyl chloride (r-phenyl butyryl chloride) succinic anhydride butanoic acid (B-benzoyl (r-phenyl butyric acid) propionic acid) Dehydration / Cyclization Conc H,SO, PPA / P,0;/-H,0 HF I Conc H,PO, -HCit Friedel Crafts intramolecular acylation Anhydrous AICI, I SnC, A SECOND Clemensen reduction Dehydrogenation / Oxidation/ Aromatization Palladised Charcoal (Pd-C)/ Selenium A -2H, Zn(Hg).HCI Wolf-Kishner Reduction NH, NH, & KOH in ethane-1,2-diol naphthalene 1,2,3,4-tetrahydro naphthalene (tetralin) 3,4-dihydro naphthalen-1(2H)-one (a-tetralone) solvent
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