(benzhydrylideneamino) benzoate synthesis
- Product Name:(benzhydrylideneamino) benzoate
- CAS Number:3362-33-2
- Molecular formula:C20H15NO2
- Molecular Weight:301.3386
Yield: 92%
Reaction Conditions:
with dmap;1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride in dichloromethane at 20; for 12 h;Inert atmosphere;
Steps:
Oxime Esters 3aa-ee; General Procedure
General procedure: To a solution of ketoxime or aldoxime 1 (2.0 mmol) in CH2Cl2 (20mL) was added the carboxylic acid 2 (2.0 mmol) followed by EDCI (5 mmol) and DMAP (0.2 mmol). The mixture was magnetically stirred at r.t. under N2 until the reaction was complete (TLC monitoring, PE-EtOAc). The mixture was diluted with H2O (25 mL) and the CH2Cl2 layer was separated, dried (anhyd Na2SO4), and concentrated. The crude mass obtained was treated with PE (2-3 mL); separation of a solid occurred when sonicated. The resultant solid was filtered and dried under suction to afford the oxime esters 3 in pure form in 90-97% yield. The physical and spectral data of compounds are presented below.
References:
Santosh Kumar, S. Chandrappa;Vijendra Kumar, Nanjundaswamy;Srinivas, Pullabhatla;Bettadaiah, Bheemanakere Kempaiah [Synthesis,2014,vol. 46,# 14,art. no. SS-2014-Z0086-PSP,p. 1847 - 1852]
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