3-(Difluoromethoxy)pyridine synthesis
- Product Name:3-(Difluoromethoxy)pyridine
- CAS Number:1209729-90-7
- Molecular formula:C6H5F2NO
- Molecular Weight:145.11
109-00-2
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Yield:1209729-90-7 32%
Reaction Conditions:
with potassium hydroxide in water;acetonitrile at 20; for 0.5 h;
Steps:
4.3.1. Preparation of 2-chloro-6-(difluoromethoxy)pyridine (11a) genera lprocedure for the difluoromethylation of hydroxyl-substituted heteroaromatics
General procedure: To a vigorously stirred solution of 2-chloro-6-hydroxypyridine(0.13 g, 1.0 mmol) in acetonitrile (2 mL) at room temperature was added a 6 M aqueous solution of potassium hydroxide (2 mL). Difluoromethyltriflate (0.38 mL, 3.0 mmol, 3 equiv.) was added dropwiseto the reaction mixture which was maintained at room temperature by means of a water bath (the reaction is exothermic), and the medium was stirred for 30 min. The mixture was diluted with water(20 mL) and extracted with diethyl ether (2 ×10 mL) and ethyl acetate(3 ×10 mL). The combined organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure. The crude material was purified by column chromatography on silica gel with pentane/diethylether (100:0 to 70:30) as eluent to afford the pure title compound
References:
Landelle, Gregory;Schmitt, Etienne;Panossian, Armen;Vors, Jean-Pierre;Pazenok, Sergiy;Jeschke, Peter;Gutbrod, Oliver;Leroux, Frédéric R. [Journal of Fluorine Chemistry,2017,vol. 203,p. 155 - 165]
