ACID-CATALYZED ALCOHOLYSIS OF VERNONIA-GALAMENSIS OIL

被引:7
作者
BRYANT, KAA [1 ]
NWAONICHA, CP [1 ]
ANDERSON, MA [1 ]
AYORINDE, FO [1 ]
机构
[1] HOWARD UNIV,DEPT CHEM,WASHINGTON,DC 20059
关键词
ACETYLATION; ACID-CATALYZED ALCOHOLYSIS; HYDROXY ALKOXY; ESTERS; INFRARED SPECTROSCOPY; ISOMERIC MIXTURE; MASS SPECTROMETRY; PROTON NMR; SELECTIVE EPOXY OPENING; TRANSESTERIFICATION; VERNONIA-GALAMENSIS;
D O I
10.1007/BF02541070
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
We have demonstrated the potential of Vernonia galamensis seed oil as a source of hydroxy alkoxy fatty esters. Reaction of the oil with various alcohols (methanol, ethanol, 1-propanol and 2-propanol), under acidic conditions, resulted in transesterification as well as epoxy ring opening in all cases. The major products, the hydroxy alkoxy fatty esters, constituted approximately 80% of the product mixtures, of which the 12-hydroxy-13-alkoxy isomers were the major constituents. These derivatives were isolated by solvent extraction and/or column chromatography to afford 78-80% of pure isomers. Alcoholysis with butanol resulted in a poor yield of the hydroxy butoxy esters. A discussion of the isolation and mass-spectrometric characterization of these new esters is provided.
引用
收藏
页码:1023 / 1026
页数:4
相关论文
共 9 条
[1]   RAPID TRANS-ESTERIFICATION AND MASS-SPECTROMETRIC APPROACH TO SEED OIL ANALYSIS [J].
AYORINDE, FO ;
CLIFTON, J ;
AFOLABI, OA ;
SHEPARD, RL .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1988, 65 (06) :942-947
[2]  
AZIZ A, 1984, PAKISTAN J SCI IND R, V27, P215
[3]  
Baker A.D., 1992, ORGANIC CHEM
[4]  
Carlson KD, 1981, AM OIL CHEM SOC MONO, V9, P297
[5]   GAS CHROMATOGRAPHY MASS SPECTROMETRY OF METHYL-ESTERS OF UNSATURATED OXYGENATED FATTY-ACIDS [J].
KLEIMAN, R ;
SPENCER, GF .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 1973, 50 (02) :31-38
[6]   BORON TRIFLUORIDE AS CATALYST TO PREPARE METHYL ESTERS FROM OILS CONTAINING UNUSUAL ACYL GROUPS [J].
KLEIMAN, R ;
SPENCER, GF ;
EARLE, FR .
LIPIDS, 1969, 4 (02) :118-&
[7]  
Morrison R. T., 1987, ORGANIC CHEM
[8]   VERNONIA-GALAMENSIS, POTENTIAL NEW CROP SOURCE OF EPOXY ACID [J].
PERDUE, RE ;
CARLSON, KD ;
GILBERT, MG .
ECONOMIC BOTANY, 1986, 40 (01) :54-68
[9]  
SPENCER GF, 1977, PHYTOCHEMISTRY, V16, P766