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ChemicalBook CAS DataBase List B-ACETAMIDONAPHTHALENE

B-ACETAMIDONAPHTHALENE synthesis

13synthesis methods
-

Yield: 71%

Reaction Conditions:

with sodium azide;C16H17AuBrN3O;water;trifluoroacetic acid in 1,2-dichloro-ethane at 25; for 2 h;Schlenk technique;Inert atmosphere;regioselective reaction;Schmidt Reaction;

Steps:

6.3. General procedure for catalysis
General procedure: Alkynes (0.5 mmol), NaN3 (1 mmol), H2O (1 mmol), catalyst 1(2 mol%) and TFA/DCE (2 mL, 1:1 v/v) were taken in a Schlenk tube inside a fume hood. The reaction mixture was allowed to stir for 2 h at room temperature. Then 25 mL water was added to it and theorganics were extracted with ethyl acetate (3 x 10 mL). The solventwas evaporated under reduced pressure. The residue was purifiedby column chromatography on silica gel (petroleum ether/ethylacetate) to give the desired amide product. Yields were calculatedbased on isolated products. GC yields were reported in presence ofinternal standard dodecane.

References:

Singh, Kuldeep;Pal, Nilay Kumar;Guha, Chirajyoti;Bera, Jitendra K. [Journal of Organometallic Chemistry,2019,vol. 886,p. 1 - 8]

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