Downstream synthetic route of Vinylferrocene

With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene,belong iron-catalyst compound

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO105,mainly used in chemical industry, its synthesis route is as follows.,1271-51-8

A deoxygenated mixture of vinylferrocene (636 mg, 3.0 mmol), K2CO3 (5.52 g, 40 mmol), tetrabutylammonium bromide (4.51 g, 14 mmol), pseudo-para dibromo-[2.2]-paracyclophane [61] (366.1 mg, 1.0 mmol) and Pd(OAc)2 (67 mg, 0.3 mmol) in DMF (43 mL) was heated at 95 ¡ãC for 20 h. After cooling to r.t. the dark reaction mixture was filtered, diluted with CH2Cl2 (~40 mL) and washed with brine (4 x 30 mL). The organic phase was dried with MgSO4, filtered and the solvent was removed from the filtrate in vacuo. The residuewas subjected to chromatography on deactivated Al2O3 (n-hexane). Two fractions containing productswere collected: a first one containing 3 (270 mg, 31percent) and a second one containing 2. Slightly impure 2was again subjected to columnchromatography on silica gel with CHCl3 followed by crystallization from a CHCl3/MeOH mixture. 2 was obtained as an orange solid in a yield of 245 mg, 39percent.

With the complex challenges of chemical substances, we look forward to future research findings about Vinylferrocene,belong iron-catalyst compound

Reference£º
Short Survey; Mu?cke, Philipp; Winter, Rainer F.; Kowalski, Konrad; Journal of Organometallic Chemistry; vol. 735; (2013); p. 10 – 14;,
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