Premium
Synthesis of oligoethylene glycol ethers from the seed oil of Vernonia anthelmintica
Author(s) -
Singh Sukhprit
Publication year - 1997
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/s11746-997-0190-1
Subject(s) - chemistry , saponification , boron trifluoride , methanol , organic chemistry , catalysis
The seed oil of Vernonia anthelmintica on reaction with diols (mono‐, di‐, tri‐, or tetraethylene glycols) in the presence of boron trifluoride etherate, followed by saponification and esterification (methanol/H + ), gives the oligoethylene glycol ethers: methyl 12(13)‐hydroxy‐13(12) [2‐hydroxy‐ethyl‐1‐oxy]‐octadec‐9‐enoate; methyl 12(13)‐hydroxy‐13(12)‐[5‐hydroxy‐3‐oxapentyl‐1‐oxy]‐octadec‐9‐enoate; methyl 12(13)‐hydroxy‐13(12)‐[8‐hydroxy‐3,6‐dioxaoctyl‐1‐oxy]‐octadec‐9‐enoate; and methyl 12(13)‐hydroxy‐13(12)‐[11‐hydroxy‐3,6,9‐trioxaundecyl‐1‐oxy]‐octadec‐9‐enoate. Methyl 12,13‐dihydroxyoctadec‐9‐enoate is a co‐product in all reactions.