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Example 8 Heck reaction of 4-Bromophthalic imide with 1 ,7-Octadien (Heck condition) 1 g 4-Bromophthalic imide (6.167 mmol), a two-fold excess 1 ,7-Octadien (12.33 mmol) and the catalysator system were solved in 50 ml DMF. The catalysator system consisted of Palladiumacetate (5 mol-% to Imide: 0.31 mmol), 0.92 mmol Triphenylphosphane and 6.17 mmol Triethylamin. The solution has been heated for 24 h at 150 C (Control of reaction progress via thin layer chromatography with CH2CI2: n-Hexane [5:1]). From the resulting dark brown solution the solvent was removed by reduced pressure. The obtained viscous brown raw product was solved with 80 ml CH2CI2 and washed three times (3 x 200 ml) with a saturated H20/NaCI solution. After that the CH2CI2-phase was dried with MgS04 and the solvent was removed by reduced pressure. The viscous brown product (1 ) was dried under constant vacuum. Yield : quant. IR : v 1772, 1717 (s, Imide) cm 1 MS / ESI : 401.14972 m/z (M+H+)
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Reference:
Patent; DENTSPLY DETREY GMBH; KLEE, Joachim, E.; RETZMANN, Nils; RITTER, Helmut; SZILLAT, Florian; WO2014/114446; (2014); A1;,
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