485-71-2, Cinchonidine is a catalyst-ligand compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Step B1: (9R)-1-[3,5-Bis(trifluoromethyl)benzyl]cinchonan-1-ium-9-ol bromide [table-us-00013-en] d Materials FW Mass Volume mol Equiv. (g/mL) Cinchonidine 294.39 6.1 kg 20.72 1 3,5-Bis(trifluoro-methyl)benzylbromide 307.03 7.0 kg 4.19 L 22.8 1.1 1.671 IPA 66 L (0217) 3,5-Bis(trifluoromethyl)benzyl bromide (7.0 kg) was dissolved in isopropyl alcohol (IPA, 60 L) at 23 C. under nitrogen. To the stirred light yellow solution was added cinchonidine (6.1 kg) in portions over 20 minutes (no exotherm), affording a white slurry. Additional IPA (6 L) was added to rinse all the cinchonidine down into the reaction mixture. The slurry was heated to gentle reflux, reaching an internal temperature of 80-82.5 C. The mixture became less viscous while being heated, and once the temperature had reached 60.6 C. the last of the cinchonidine had dissolved to give a dark yellow solution. Once the mixture had reached gentle reflux, the reaction was seeded by the addition of (9R)-1-[3,5-Bis(trifluoromethyl)benzyl]cinchonan-1-ium-9-ol bromide (62.3 g, 0.104 mol, 0.5 mol % relative to cinchonidine starting material), which led to the immediate precipitation of the product. The mixture was maintained at gentle reflux for 3.5 h, then heating was ceased and the orange slurry was allowed to cool to room temperature (21 C.) with stirring overnight. (0218) After cooling, the mixture was filtered, and the pink product cake was washed with fresh IPA (1¡Á10 L then 1¡Á30 L) to remove unreacted starting materials and most of the color, and dried under vacuum with a nitrogen sweep to afford the title product.
485-71-2, The synthetic route of 485-71-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Merck Sharp & Dohme Corp.; Bell, Ian M.; Fraley, Mark; Gallicchio, Steven N.; Ginnetti, Anthony; Mitchell, Helen J.; Paone, Daniel V.; Staas, Donnette D.; Wang, Cheng; Zartman, C. Blair; Stevenson, Heather E.; (30 pag.)US9499541; (2016); B2;,
Metal catalyst and ligand design
Ligand Template Strategies for Catalyst Encapsulation – NCBI