Extracurricular laboratory: Synthetic route of 4,4,5,5,5-Pentafluoropentan-1-ol

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,148043-73-6, its application will become more common.

Electric Literature of 148043-73-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 148043-73-6 as follows.

To an aqueous solution of pentafluoropentanol (1M, 1.0 g, 5.61 mmol) was addedtetraethylammonium hydrogen sulfate (10.21mg, 0.045 mmol). The solution was heated to 70 C and an aqueous solution of sodium permanganate monohydrate (1.5M, 1.257 g, 7.86 mmol) was added over 20 minutes. The reaction was stirred at 70 C for an additional 4 hours. The reaction mixture was filtered through Celite (diatomaceous earth). The filter cake was washed with hot water (10 mL). The aqueous solution was acidified to a pH = 1 with concentrated sulfuric acid (200 uL) and extracted with methyl tert-butyl ether (3 10 mL). The organic fractions were combined and dried over magnesium sulfate, filtered and concentrated. NMR (500 MHz, CH3 CN-ds ): delta 2.59 (t, J = 7.5 Hz, 2H); 2.49-2.39 (m, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,148043-73-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; RAGHAVAN, Subharekha; STELMACH, John, E.; SMITH, Cameron, J.; LI, Hong; WHITEHEAD, Alan; WADDELL, Sherman, T.; CHEN, Yi-Heng; MIAO, Shouwu; ORNOSKI, Olga, A.; GARFUNKLE, Joie; LIAO, Xibin; CHANG, Jiang; HAN, Xiaoqing; GUO, Jian; GROEPER, Jonathan, A.; BROCKUNIER, Linda, L.; ROSAUER, Keith; PARMEE, Emma, R.; WO2011/149921; (2011); A1;,
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