STUDI PENDAHULUAN REAKSI KLORINASI SUKROSA SEBAGAI INISIASI SINTESIS SUKRALOSA (4,1W-TRIKLOROGALAKTOSUKROSA)

• Main Author: Kurniawan, Fransiska
• Format: Final Project
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/64360
• Institution: Institut Teknologi Bandung

Sucralose is widely used as sweetener in food products and pharmaceutical dosage forms. According to current patent or literature procedures, sucralose is produced through semi synthetic methods in which sucrose as a starting material. However, there are still difficulties in its mass production which lead to low yield of sucralose as final product. The aim of this research was to obtain the suitable reaction conditions to perform regioselective chlorination on sucrose and where possible to obtain sucralose directly, different from patent or literature procedures. Five variations in chlorination process had been performed applying tionyl chloride as chlorinating agent and dimethylformamide as reaction medium, except for 4th procedure, instead of that tetrahydrofurane was used as medium. Reaction was initiated at -5 =C and then the temperature was increased gradually to 115 °C with different duration adjustments. Following each chlorination process, the mixture was neutralyzed with sodium hydroxide and subsequently extracted with ethyl acetate. The ethyl acetate phase was evacuated under vacuum to obtain concentrated oily products, which were then characterized by means of chromatographic methods and where possible nuclear magnetic resonance spectroscopy method. From all five chlorination process variations, only the 3rd procedure might lead to suitable regioselective chlorination for direct synthesis of sucralose. This procedure had been conducted as follow: reaction was initiated at -5 °C and then the temperature was increased gradually. Temperature was increased until 90 °C in two hours, then increased again until 110 °C in two hours, and then reaction was left at 110 °C for four hour. After four hours, the temperature was decreased until 0 °C, neutralized with concentrated sodium hydroxide, added with saturated sodium chloride solution and extracted with ethyl acetate. According to this procedure, the high pressure liquid chromatography chromatogram of the product displayed a peak at 9.52 minutes which was identical with that of sucralose. Considering these results, it was concluded that the 3rd procedure was temporarily the most suitable reaction conditions to obtain sucralose directly.