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, a. 2-(carboxy-5-nitro-phenyl)malonic acid dimethyl ester (2) A solution of 2-chloro-4-nitrobenzoic acid (75 g, 372 mmol) in dimethyl malonate (900 mL) was sparged with nitrogen for 15 min. Sodium methoxide (48.3 g, 894 mmol) was added in one portion and the contents exothermed to 480 C. Fifteen minutes later, copper (I) bromide (5.4 g, 37 mmol) was added in one portion and the contents heated to 70 C. for 24 hrs. The reaction was 70% complete by nmr, the contents heated to 85 C. for 6 hrs to completely consume the 2-chloro-4-nitrobenzoic. Water (900 mL) was added to the cooled reaction followed by hexanes (900 mL). The aqueous layer was separated, toluene (900 mL) added, filtered through celite, and aqueous layer separated. Fresh toluene (1800 mL) was added to the aqueous layer and the biphasic mixture acidified with 6N aqueous HCl (90 mL). A white precipitate formed and the contents stirred for 18 hrs. The product was filtered off and dried to give a white soid (78.1 g, 70%) mp=153 C. 1 H NMR (CD3)2 SO delta 78.37 (d, J=2 Hz, 1H), 8.30 (d, J=1 Hz, 2H), 5.82 (s, 1H), (3.83 (s, 6H). 13 C NMR (CD3)2 SO delta 168.0, 167.3, 149.4, 137.1, 135.8, 132.5, 125.4, 123.7, 54.5, 53.4. Anal. Calcd for C11 H10 NO8: 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.; US5919795; (1999); A;,
Copper catalysis in organic synthesis – NCBI
Special Issue “Fundamentals and Applications of Copper-Based Catalysts”