Downstream synthetic route of 250285-32-6

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

250285-32-6, 1,3-Bis(2,6-diisopropylphenyl)imidazolium chloride is a chiral-catalyst compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Finely powdered (CH3CN)2PdCl2 (259 mg, 1.00 mmol) was suspended in CH3CN (5 mL) and 3,5- dimetoxy-lambdayV-dimethylbenzylamine (205 mg, 1.05 mmol) was added. The solution was heated to 800C for 5 rnin and finely powdered K2CO3 (691 mg, 5.00 mmol) was added. The stirring was continued until palladacycle formation was complete, as indicated by the formation of a canary yellow solution (5-10 min). IPr-HCl (467 mg, 1.10 mmol) was added and the mixture stirred at 8O0C over 18h. The reaction mixture was filtered and evaporated. The resulting product was purified by column chromatography. Upon application of the product to a pad of silica gel (2.5 x 8 cm) pre-equilibrated with CH2CI2, CH2Cl2 (100 mL) was used to elute impurities. The pure NHC-palladacycles were eluted with CH2Cl2-ethylacetate (3:1, vol/vol, 150 mL) and the solvents were evaporated. The products triturated with hexanes (25 mL). After drying in high vacuum, IPr-PdCl-[^jV, C-3, 5-(MeO)2BnNMe2] (491 mg, 68%) was obtained as yellow solid. 1H NMR (CDCl3, 400 MHz) delta: 7.39 (t, J= 7.6 Hz3 2H)5 7.27 (dd, J = 7.6, 1.6 Hz, 2H), 7.18 (dd, J= 7.6, 1.2 Hz, 2H)5 7.13 (s, 2H), 6.12 (d, J= 2.4 Hz, 3H), 5.99 (d, J= 2.4 Hz, 3H), 3.71 (s, 3H), 3.69 (m, 2H), 3.49 (s, 3H), 3.33 (s, 2H), 2.94 (m, 2H), 2.33 (s, 6H), 1.47 (d, J = 6.4 Hz, 6H), 1.18 (d, J = 6.8 Hz, 6H), 1.03 (d, J = 7.2 Hz, 6H), 0.99 (d, J= 6.4 Hz, 6H). 13C NMR (CDCl3, 100 MHz) delta: 175.5, 161.8, 157.4, 149.1, 148.2, 145.4, 136.8, 129.3, 127.9, 123.8, 123.7, 123.7, 99.9, 95.2, 73.4, 55.1, 54.9, 49.6, 29.0, 27.0, 26.6, 26.5, 24.2, 23.4., 250285-32-6

The synthetic route of 250285-32-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; WO2008/156451; (2008); A1;,
Chiral Catalysts
Chiral catalysts – SlideShare