PENATAAN ULANG CLAISEN 4,6-DIALIL-2-METOKSIFENOL MENGGUNAKAN GELOMBANG MIKRO; MICROWAVE-ASSISTED CLAISEN REARRANGEMENT OF 4,6-DIALLYL-2-METHOXYPHENOL

WIANTHI SEPTIA WITASARI, Bambang Purwono

2014 | Disertasi | PROGRAM STUDI S2 ILMU KIMIA

Synthesis of 4,6-diallyl-2-methoxyphenol through Claisen rearrangement of eugenol using microwave had been conducted. Allyl eugenyl ether was synthesized by eugenol and allyl bromide. Claisen rearrangement of allyl eugenyl ether was heated under microwave irradiation. Variation of solvent was performed using dimethylformamide, ethylene glycol and polyethylene glycol. The time of reaction was performed at 5, 10, 15, 20 and 50 min and the power of microwave at 400 and 560 W. Elucidation of the products has been carried out by using gas chromathography-mass spectroscopy. The result showed that ethylen glycol solvent (21.20%) higher product than dimethylformamide (13.01%) and polyethylene (8.16%) glycol solvent under microwave irradiation. The use of ethylene glycol solvent with 50 minutes reaction time and 400 W power of microwave can be used for the synthesis of 4,6-diallyl-2-methoxy phenol through Claisen rearrangement reaction. Conventional reaction by reflux, takes 7 hours for the synthesis of 4,6-diallyl-2-methoxy phenol.

Kata Kunci : penataan ulang Claisen; gelombang mikro; alil eugenol