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(3Z)-3-(phenylmethylidene)-2,3-dihydro-1H-indol-2-one synthesis

9synthesis methods
-

Yield:23772-61-4 92.8%

Reaction Conditions:

with sodium hydroxide for 2 h;Cooling with ice;Claisen-Schmidt Condensation;

Steps:

General procedure for the synthesis of compounds (3-20)

General procedure: The target oxindole derivatives (chalcones) (3-20) were prepared by continuous stirring of oxindole (0.1 mole, 1.33 g) (1) and appropriate aldehyde (0.1 mol) (2) in an alcoholic solution (80%, 25 ml) containing 2% sodium hydroxide, in ice-cold conditions for about 2 h (Scheme 1). The mixtures of chalcones obtained were refrigerated for about 10 h (completion of the reactions were monitored by TLC) and were neutralized by pouring into 20%, 200 ml HCl with continuous stirring. The solids precipitated out were filtered off, washed with water and recrystallized from ethanol to give final purified compounds (3-20).

References:

Suthar, Sharad Kumar;Bansal, Sumit;Alam, Md. Maqusood;Jaiswal, Varun;Tiwari, Amit;Chaudhary, Anil;Alex, Angel Treasa;Joseph, Alex [Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,# 22,p. 5281 - 5285] Location in patent:supporting information