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Synthesis of alkoxybenzhydryl akylamines, local anesthetics from Schiff bases and phenyllithium

Thies, Heinrich, Schönenberger, Helmut and Borah, K. (1966) Synthesis of alkoxybenzhydryl akylamines, local anesthetics from Schiff bases and phenyllithium. Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft 299 (12), pp. 1031-1038.

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The use of PhLi instead of PhMgBr gave improved yields of the title compds. (I). Thus, a soln. of 0.3 mole 0-, m-, or p-HOC6H4CHO in 150 ml. 2N KOH was treated with 0.103 mole Me2SO4 or Et2SO4 and shaken 5 min. The procedure was repeated twice, then the mixt. was shaken 0.5 hr., treated with 30 ml. 2N KOH and refluxed 0.5 hr. The cooled soln. was extd. with CHCl3, which ext. was dried and evapd. ...


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Item type:Article
Additional Information (public):CAN 68:39251 25 Noncondensed Aromatic Compounds 2538-36-5P; 5077-11-2P; 13114-23-3P; 16928-28-2P; 16928-30-6P; 16928-31-7P; 16928-32-8P; 16928-33-9P; 16928-34-0P; 16928-35-1P; 16928-36-2P; 16928-37-3P; 16928-38-4P; 16928-40-8P; 16928-41-9P; 16928-42-0P; 16928-43-1P; 16928-44-2P; 16928-45-3P; 16928-46-4P; 16928-48-6P; 16928-49-7P; 16928-50-0P; 16928-51-1P; 16928-52-2P; 16932-04-0P; 16932-06-2P; 16932-07-3P; 16932-08-4P; 16932-09-5P; 16932-10-8P; 16932-11-9P; 16932-12-0P; 16932-13-1P; 16932-14-2P; 16932-15-3P; 16932-16-4P; 16932-17-5P; 16932-18-6P; 16932-19-7P; 16932-20-0P; 16964-11-7P; 17036-57-6P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 591-51-5 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with Schiff bases)
Institutions:Chemistry and Pharmacy > Institute of Pharmacy > Alumni or Retired Professors > Prof. Schönenberger
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Keywords:Anesthetics (ar-alkoxy-N-alkyl-alpha -phenylbenzylamines as) Schiff bases Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction of, with phenyllithium) AMINES BENZHYDRYL ALKYL BENZHYDRYL ALKYL AMINES ALKYL BENZHYDRYL AMINES
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Unknown
Item ID:18205
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