Benzoic acid, 4-nitro-, 2-methylpropyl ester synthesis
- Product Name:Benzoic acid, 4-nitro-, 2-methylpropyl ester
- CAS Number:99-78-5
- Molecular formula:C11H13NO4
- Molecular Weight:223.23
Yield:99-78-5 51%
Reaction Conditions:
with bismuth(lll) trifluoromethanesulfonate;dichloro bis(acetonitrile) palladium(II);oxygen;potassium carbonate at 80; for 8 h;Schlenk technique;
Steps:
3.43 4.2.2 General procedure for the synthesis of 4 in Table3
General procedure: To a 25-mL Schlenk tube equipped with a magnetic stirrer, PdCl2(CH3CN)2 (0.05mol, 5mol%), Bi(OTf)3 (0.05mol, 5mol%), K2CO3 (1mmol) were added. Substrates 1(1mmol) and aliphatic alcohol (2mL) were added subsequently. The reaction tube was vacuumed and backfilled with oxygen (3 times). Then the reaction mixture was stirred at 80°C for 8h in the presence of an oxygen balloon. The progress of the reaction was monitored by TLC. After completion, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate. Subsequently, the combined organic layer was concentrated under reduced pressure and the crude product was purified by column chromatography with hexane/ethyl acetate to afford the corresponding products 4.
References:
Hu, Yongke;Li, Bindong [Tetrahedron,2017,vol. 73,# 52,p. 7301 - 7307]
