Marine solids/NaNO3: As Natural and Efficient Catalysts for Aldol condensation

  • Azar Mostoufi Marine Pharmaceutical Science Research Center and Department of Medicinal Chemistry, Ahvaz Jundishahpour University of Medical Science, Ahvaz, Iran.
  • Mohammad Reza Shushizadeh Marine Pharmaceutical Science Research Center and Department of Medicinal Chemistry, Ahvaz Jundishahpour University of Medical Science, Ahvaz, Iran.
  • Aedeh Sayahi Islamic Azad University-Khoozestan Science and Research Center, Ahvaz, Iran
  • Seyed Mohammad Bagher Nabavi Department of Marine Biology, University of Marine Sciences and Technology, Khorramshahr, Iran
  • Bahar Mohandespour Marine Pharmaceutical Science Research Center and Department of Medicinal Chemistry, Ahvaz Jundishahpour University of Medical Science, Ahvaz, Iran.
Keywords: Aldol condensaion, calcinated, marine coral, cuttlebone, α, β-unsaturated carbonyl.

Abstract

A new and efficient method have been developed for the synthesis of α,β-unsaturated carbonyl compounds from various aldehydes and ketones, using marine calcinated coral/NaNO3 and cuttlebone/NaNO3, as natural and efficient catalysts for cross aldol condensation. The aim of present study was to study the marine solids/NaNO3: as natural and efficient catalyst for Aldol condensation. The materials were purchased from Merck and Aldrich Companies. The IR spectra were recorded on a Perkin-Elmer RXI infrared spectrometer. H NMR spectra were recorded on a 400 MHz Brucker FT-NMR spectrometer. The SEM image was recorded on 1455 VP LEO-Germany. TLC accomplished the purity of substrates and reactions monitored on silica gel (Merck, Germany) Polygram SIGL/UV254 plates. The melting points are uncorrected. Results showed that, the marine solid are efficient catalysts for aldol condensation, but cuttlebone/NaNO3 catalyze this reaction in shorter time (1 hr) than calcinated coral/NaNO3 (6 hr). However, these marine solids have several advantages such as small amount of the catalyst, good absorbent natural solid, easy to handle, and products in good-to-high yields. In conclusion we found marine catalysts, Calcinated Cuttlebone/NaNO3 or Coral/NaNO3 to be an effective catalyst for aldol condensation from ketones having α-hydrogens and aldehydes in 50 % ethanol at reflux conditions. The α,β-unsaturated carbonyl products were obtained in good to high yields. This method offered marked improvement compared to previously reported ones.

Author Biography

Azar Mostoufi, Marine Pharmaceutical Science Research Center and Department of Medicinal Chemistry, Ahvaz Jundishahpour University of Medical Science, Ahvaz, Iran.
Marine Pharmaceutical Science Research Center and Department of Medicinal Chemistry, Ahvaz Jundishahpour University of Medical Science, Ahvaz, Iran, P O Code: 61357-73135.
Published
2018-04-02
Section
Research Articles