- Production method of γ-(n-Octyl)-γ-butyrolactone
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γ-(n-Octyl)-γ-butyrolactone (CAS no.: ) could be produced through the following synthetic routes.
A 1-L, four-necked flask is fitted with a nitrogen inlet tube, stirrer, dropping funnel, and thermometer. (558 g) is introduced and 107.6 g (0.439 mol) of manganese acetate tetrahydrate is added with stirring and heating under nitrogen. When the temperature reaches 90°C, 16.5 g of solid potassium permanganate (0.104 mol) is added. After the temperature has again fallen to 90°C, 175 mL (189 g, 1.86 mol) of acetic anhydride is added. When the temperature rise has ceased, 44.0 g of 1-decene (0.312 mol) is introduced, followed at once by 250 g of anhydrous sodium acetate. The reaction mixture is then heated to reflux (134°C pot temperature). After 2 hr of reflux under nitrogen the reaction mixture, now clear yellow, is diluted with 1 L of water. The crude product is extracted into 200 mL of , and the aqueous layer again washed with 100 mL of benzene. Benzene is distilled from the combined extracts to give 55.1 g of lactone and 1-decene. 1-Decene is removed by vacuum distillation, followed by the lactone, which distills at 98–99°C (0.05 mm). The yield of γ-(n-octyl)-γ-butyrolactone is 34.1 g (66% based on potassium permanganate. However, the lactone yield based on olefin consumed is greater than 95%.)
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