The reaction gave dark brown liquid product. Is this correct?
Can be liquid. Acquire a spectrum for confirmation.
Many thanks Dr. Kaufman for you answer, i will try to perform spectral analysis
Even I am preparing Schiff's base but is it possible to separate it for analysis ??
but Schiff's bases are sensitive to water if I add MeOH/H2O, water will shift my reaction back...
For alternative preparation see article below:
https://www.researchgate.net/publication/265959505_Synergism_of_Metal_and_Organocatalysis_in_Condensation_Reactions_of_Aromatic_Aldehydes_with_Anilines_Affording_Imines_Effect_of_Catalysts_on_the_Base_of_a_Supported_Cerium%28III%29_and_Proline
Article Synergism of Metal and Organocatalysis in Condensation React...
Gouda,
This reaction has been reported using toluene as a solvent and
1- AcOH and heat for 3 hrs, see
--- Srinivas, A. et al, Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 47B(5), 787-791; 2008.
2- p-MeC6H4SO3H (cat.), see
--- Kitagawa, Yukio Jpn. Kokai Tokkyo Koho, 08151352, 11 Jun 1996.
--- Rubio-Marques, Paula et al, Chemical Communications (Cambridge, United Kingdom), 50(14), 1645-1647; 2014.
--- Barluenga, Jose et al, Journal of the American Chemical Society, 131(11), 4031-4041; 2009
Also, this reaction was reported using CH2Cl2 (solvent) and MgSO4 for 18 hr at rt, see
--- He, Ruoyu et al, Journal of the American Chemical Society, 136(18), 6558-6561; 2014.
Good luck
Many thanks for you all, Prof. Dr. Adel Amer, Dr. Pavel Pazdera and Dr Azeem
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