trans,trans-Dibenzylideneacetone synthesis
- Product Name:trans,trans-Dibenzylideneacetone
- CAS Number:35225-79-7
- Molecular formula:C17H14O
- Molecular Weight:234.29
100-52-7
948 suppliers
$17.30/2g
1896-62-4
219 suppliers
$11.00/100g
35225-79-7
204 suppliers
$5.00/1g
Yield:35225-79-7 83%
Reaction Conditions:
with sulfuric acid in ethanol at 20;Aldol Condensation;
Steps:
4.1.3.2 Synthesis of MACs 1-3 and 5-8
General procedure: To a solution of benzylideneacetone (1) (5.2 mmol) in EtOH (10 mL) was added the respective benzaldehyde derivative (5.0 mmol). Catalytic amounts of H2SO4 were added to the reaction mixture, and the solution was stirred at room temperature for 24-48h. Reaction medium was poured onto crushed ice. The crude product was partitioned with ethyl acetate (3×25 mL), and the combined organic phase was concentrated under reduced pressure. MACs 1, 6 and 8 were purified by gel filtration column chromatography (LH-20) using EtOH as eluent. MAC 2 was recrystallized in EtOH. MACs 3, 5 and 7 were purified by column chromatography over silica gel using mixtures of hexane and ethyl acetate (4:1), (9:1) and (9:1) as mobile phases, respectively.
References:
Polaquini, Carlos R.;Marques, Beatriz C.;Ayusso, Gabriela M.;Morão, Luana G.;Sardi, Janaína C.O.;Campos, Débora L.;Silva, Isabel C.;Cavalca, Lúcia B.;Scheffers, Dirk-Jan;Rosalen, Pedro L.;Pavan, Fernando R.;Ferreira, Henrique;Regasini, Luis O. [Bioorganic Chemistry,2021,vol. 109,art. no. 104668]
100-52-7
948 suppliers
$17.30/2g
67-64-1
6 suppliers
$17.30/10ml
35225-79-7
204 suppliers
$5.00/1g
1896-62-4
219 suppliers
$11.00/100g
