Reference of 22094-18-4, A common heterocyclic compound, 22094-18-4, name is 1,3-Dibromo-2,2-dimethoxypropane, molecular formula is C5H10Br2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
Example 114A 3,3-dimethoxy-1-(3-(trifluoromethoxy)phenyl)cyclobutanecarboxamide The mixture of 1,3-dibromo-2,2-dimethoxypropane (1310 mg, 5.00 mmol), sodium tert-butoxide (1057 mg, 11 mmol) and 2-(3-(trifluoromethoxy)phenyl)acetonitrile (1006 mg, 5 mmol) in DMSO (12 mL) was stirred at 25 C. for about 16 hours, then heated at about 125 C. for about 30 minutes. The solution was cooled to room temperature, diluted with water, and extracted with ether three times. The organic phase was washed with saturated NH4Cl. The combined organic layers were dried over MgSO4, filtered, and concentrated. The crude mixture was purified by silica gel chromatography (50% Hexanes/EtOAc to 100% EtOAc) to afford the product (450 mg, 28.2%). LC-MS: m/z (M+H) 288. 1H NMR (400 MHz, DMSO-d6): delta 7.44-7.48 (t, J=8 Hz, 1H), 7.41 (s, 1H), 7.34-7.36 (d, J=7.6 Hz, 1H), 7.30 (s, 1H), 7.22-7.24 (d, J=8 Hz, 1H), 6.95 (s, 1H), 3.05 (s, 3H), 3.00 (s, 3H), 3.00-2.95 (d, J=14 Hz, 2H), 2.43-2.40 (d, J=12.8 Hz, 2H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; AbbVie Inc.; Bayburt, Erol K.; Clapham, Bruce; Cox, Phil B.; Daanen, Jerome F.; Dart, Michael J.; Gfesser, Gregory A.; Gomtsyan, Arthur; Kort, Michael E.; Kym, Philip R.; Schmidt, Robert G.; Voight, Eric A.; US2014/80803; (2014); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem