Electric Literature of 623-69-8 ,Some common heterocyclic compound, 623-69-8, molecular formula is C5H12O3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
To NaH (0.366 g, 9.16 mmol) in THF (12 mL) at 0 °C was added 1 ,3- dimethoxy-2-propanol (1 g, 8.32 mmol) in THF (8 mL) solution. The mixture was warmed to room temperature and stirred for 0.5 hour. To this was added tosyl chloride (1.587 g, 8.32 mmol) in one portion. The white cloudy mixture was stirred at room temperature for 16 hours. LC/MS showed complete conversion. The reaction mixture was poured into water and extracted with EtOAc. The organic extracts were combined, washed with brine, dried with sodium sulfate and concentrated in vacuo to give 2 g of colorless oil. The crude mixture was purified by Analogix system (silica gel column 80 g, gradient: 0 min, 100percentn-heptane; 5-12 min, 20percent EtOAc in Heptane; 12-15 min. 30percent EtOAc in Heptane and hold until 30 min). The pure fractions were combined and concentrated in vacuo to give 1.25 g of product as colorless oil which solidified upon standing.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-69-8, its application will become more common.
Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William, R.; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; MARTIN, Eric, J.; PAN, Yue; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66070; (2012); A1;,
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