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.

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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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