Open AccessSINTESIS 4,10,16,22-TETRAMETOKSIKALIKS[4] ARENA DARI MINYAK ADAS (SYNTHESIS OF 4,10,16,22-TETRAMETHOXYCALIX [4] ARENE FROM ANISE OIL)
Author(s) -
Ratingsih S
Publication year - 2015
Publication title -
jurnal pengajaran mipa
Language(s) - English
Resource type - Journals
eISSN - 2443-3616
pISSN - 1412-0917
DOI - 10.18269/jpmipa.v2i1.394
Subject(s) - chemistry , anethole , medicinal chemistry , organic chemistry , food science , essential oil
One kind of calixarenes, i.e. 4,10,16,22-tetramethoxycalix[4]arene (4), has been synthesized from anethole (1), which was isolated from anise oil. The synthesis of 4 was carried out via acid-catalyzed procedure. The reaction route consists of three stages, i.e. (i) oxidation of 1 with KMnO4 at 40oC for 15 minutes, (ii) reduction p-anisaldehyde (2) with NaBH4 at 76oC for 3 hours, and (iii) cyclotetramerization of p-anisilalcohol (3) with AlCl3 at 20oC for 2 hours. Oxidation of 1 produced 2 in 77%, whereas reduction of 2 gave 3 in 55 %. The cyclotetramerization of 3 yielded 4 in 95 %. Key Words: 4,10,16,22-tetramethoxycalix[4]arene, Anise Oil, Anethole