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ChemicalBook CAS DataBase List P-nitrophenyl butyrate

P-nitrophenyl butyrate synthesis

10synthesis methods
-

Yield:2635-84-9 70%

Reaction Conditions:

Stage #1:butyric acid with dmap;dicyclohexyl-carbodiimide in dichloromethane at 0; for 0.5 h;
Stage #2:4-nitro-phenol in dichloromethane at 0; for 6 h;

Steps:

4.5 Steglich esterification
General procedure: In a 50mL round flask equipped with magnetic stirring, butyric acid (1mmol), DCC (1.1mmol) and DMAP (5%) were added with 10mL of dry CH2Cl2 at 0°C. The mixture was kept under vigorous stirring for 30min. Then, 3mmol of alcohol dissolved in 4mL of dry CH2Cl2 was added dropwise and the reaction was stirred for 6h. After completion of the reaction the produced urea was filtered and the filtrate was evaporated. The product was purified by column chromatography with pet.ether/EtOAc (20:1) as eluent. Isolated yield of the pure corresponding ester~66%.

References:

Myrtollari, Kamela;Katsoulakis, Nikolaos;Zarafeta, Dimitra;Pavlidis, Ioannis V.;Skretas, Georgios;Smonou, Ioulia [Bioorganic Chemistry,2020,vol. 104,art. no. 104214]

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