7787-70-4, A common heterocyclic compound, 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., 7787-70-4
7787-70-4, Example 1 2-(Carboxy-5-nitro-phenyl)malonic acid dimethyl ester A solution of 2-chloro-4-nitrobenzoic acid (75g, 372mmol) in dimethyl malonate (900mL, 20 equivalents) was degassed with nitrogen for 15min. Copper (I) bromide (5.4g, 37mmol) was added in one portion. Sodium methoxide (48.3g, 894mmol) was added in one portion to the solution while stirring and the contents exothermed to 48C. Fifteen minutes later, the contents were heated to 70C for 24hrs. The reaction was complete by nmr. Water (900mL) was added to the cooled reaction followed by hexanes (900mL). The aqueous layer was separated, toluene (900mL) added, the solution filtered through Celite, and the aqueous layer separated. Fresh toluene (1800mL) was added to the aqueous layer and the biphasic mixture acidified with 6 N aqueous HCI (90mL). A white precipitate formed and the contents were stirred for 18hrs. The product was filtered off and dried to give a white solid, 78.1g (70%, mp 153C). IR 2923, 2853, 1750, 1728, 1705, 1458, 1376, 1352, 1305, 1261 cm-1. 1H NMR (CD3)2SO delta8.37 (d, J = 2 Hz, 1H), 8.30 (d, J = 1Hz, 2H), 5.82 (s, 1H), 3.83 (s, 6H). 13C NMR (CD3)2SO delta168.0, 167.3, 149.4, 137.1, 135.8, 132.5, 125.4, 123.7, 54.5, 53.4. Anal. Calcd for C11H10NO8: C, 48.49; H, 3.73; N, 4.71. Found: C, 48.27; H, 3.72; N, 4.76.
7787-70-4 Copper(I) bromide 24593, acopper-catalyst compound, is more and more widely used in various fields.
Reference£º
Patent; PFIZER INC.; EP887345; (1998); A1;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”