Sodium Carbonate → HCID 117602575, compound

Participants

Reaction Conditions

Reaction Steps

In a three necked flask under argon, are introduced, in successive order, 1.20 g (3.41 mmol, 1 eq.) of YKP69, 34 mg (1%) of the catalyst trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl] dipalladium(II), 159 mg (20%) of 2,6-di-tert-butylcresol and 795 mg (2.2 eq.) of sodium carbonate. The whole, after dissolution in 25 mL of previously degassed DMAC, is heated to 90° C. A solution of 15 mL of DMAC containing 1.855 g (6.86 mmol, 2 eq.) of YKP21 is added drop by drop to the mixture. After the addition, the whole is heated to 140° C. and stirred for 24 h. The next day after cooling, the contents of the three necked flask are added to 200 mL of mixture of [CH2Cl2/water: 50/50]. The organic phase is washed successively with a 2 mol·L−1 HCl solution, with water, with a saturated NaCl solution then dried on Na2SO4. After filtration and evaporation, the crude product is purified on chromatography column on alumina with hexane. After this Heck reaction, 1.47 g of the compound YKP70 are obtained in the form of a yellow viscous solid (yield of 79.0%).

Provenance & Evidence