Pyridine → 2-Methyl-2-nitro-1,3-propanediol ditriflate

반응식

S([O:8][S:9]([C:12]([F:15])([F:14])[F:13])(=[O:11])=[O:10])(C(F)(F)F)(=O)=O.[CH3:16][C:17]([N+:22]([O-:24])=[O:23])([CH2:20]O)[CH2:18][OH:19].N1C=CC=CC=1>C(Cl)(Cl)Cl>[S:9]([O:19][CH2:18][C:17]([CH3:20])([N+:22]([O-:24])=[O:23])[CH2:16][O:8][S:9]([C:12]([F:13])([F:14])[F:15])(=[O:10])=[O:11])([C:12]([F:15])([F:14])[F:13])(=[O:10])=[O:8]

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실험 절차

To a solution of triflic anhydride (16.5 ml, 0.1 mol) in chloroform (50 ml) is added a solution of 2-methyl-2-nitro-1,3-propanediol (6.75 g, 0.05 mol) and pyridine (8.85 ml, 0.11 mol) in chloroform (50 ml) with external cooling to ensure a temperature of between 0° and 5° C. during the addition. After the addition the cooling bath is removed and the reaction stirred for 18 hours at ambient temperature. The reaction mixture is transferred to a separating funnel and washed with water. The organic layer is dried (Na2SO4), filtered and evaporated to dryness. The crude product is purified by chromatography using a 4:1 mixture of Hexane:Ethyl acetate as eluant; the product is obtained as a solid with melting point 50-52° C.