FUW TRENDS IN SCIENCE & TECHNOLOGY JOURNAL
(A Peer Review Journal)
e–ISSN: 2408–5162; p–ISSN: 2048–5170
keywords: Fatty esters, greener solvent, hydrolysis, solubility
The preparation of cinnamic acid, palmitic acid and acid carboxylate of 14,16-hentriacontanedione were studied in dichloromethane/ methanol and 2-methyl tetrahydrofuran/ methanol (DCM/MeOH and 2-mTHF/MeOH). Hence, this paper demonstrated the alkaline hydrolysis (using NaOH and KOH) of esters in organic solvents (DCM/MeOH and 2-mTHF/MeOH). Although the aromatic ester methyl cinnamate was more readily hydrolysed, however same condition at longer time gave complete hydrolysis of the methyl palmitate and methyl acrylate and dimethyl itaconate modified 14,16-hentriacontanedione. Therefore, DCM/MeOH and 2-mTHF/DCM are quite suitable for the hydrolysis of fatty esters.
Ahmad A, Ahmad MI, Younas M, Khan H & Shah MH 2013. A comparative study of alkaline hydrolysis of ethyl acetate using design of experiments. Iran. J. Chem. Chem. Eng., 32(4): 33–47. Anderson MO, Moser J, Sherrill J & Guy RK 2004. A convenient procedure for parallel ester hydrolysis. Synlett, (13): 2391–2393. Das Gupta V & Ho HW 1977. Potassium hydroxide solution 10% for the fast hydrolysis of esters for analysis. Am. J. Hosp. Pharm., 34: 653– 4. Deshayes KD 2001. Potassium Carbonate, Bowling Green, OH, USA. Ikhazuangbe PMO & Oni AB 2015. Reaction rate and reaction constant of the hydrolysis of ethyl acetate with sodium hydroxide. Am. J. Scient. & Indu. Res., 6(1): 1–4. Khurana JM, Chauhan S & Bansal G 2004. Facile hydrolysis of esters with KOH-Methanol at ambient temperature. Monatshefte fur Chemie, 135(1): 83–87. Koshikari Y 2012. Development of catalytic ester condensations and hydrolysis of esters toward green chemistry. Thesis, Nagoya University, pp. 1-89. Rao BM & Gajanan K 2005. Mechanistic Studies of saponification of some mono- and di-esters of carboxylic acids through iso-kinetic relationships in protic and aprotic solvents. Indian J. Chem. Techn., 12: 43–49. Salimon J, Abdullah BM & Salih N 2011. Hydrolysis optimization and characterization study of preparing fatty acids from Jatropha curcas seed oil. Chem. Central J., 5(67): 1–9. Sarkar CR, Bhagawati B, Das L & Goswami B 2012. An efficient condition of saponification of Lutein ester from marigold flower. Scholar Res. Library, 3(3): 1461–1466. Sivasubramanian K, Kaanumalle LS, Uppili S & Ramamurthy V 2007. Values of zeolites in asymmetric induction during photocyclization of pyridines, cyclohexadienones and Naphthalenones.http://www.rsc.org/suppdata/ob/b7/b702572f/b702572f.pdf. Accessed on 27/2/2017 Theodorou V, Skobridis K, Tzakos AG & Ragoussis V 2007. A simple method for the alkaline hydrolysis of esters. Tetrahedron Letters, 48(46): 8230–8233.
