Lithium → HCID 87142787, Verbindung

Another reaction was performed under similar conditions using a 1:2 molar ratio of bis-(1,2,2,2-tetrafluoroethyl)ether (32.5 grams, 0.15 mols) and CH3Li (105 mL of 3.0 M solution of CH3Li in CH2(OC2H5)2, 0.32 mols of the base). 43.1 grams of a crude product liquid was collected. GC analysis demonstrated that the liquid contained 1.5% bis-olefin, 0.4% mono-olefin, 0.1% unreacted starting ether, 4.3% unknown by-product, 7.3% CF2═C(CH3)OCHFCF3 (major by-product discussed above) and 84.5% CH2(OC2H5)2. These reaction conditions demonstrate that doubling the amount of the lithium reagent produces more of the by-product CF2═C(CH3)OCHFCF3 at the expense of the desired mono-olefin.