As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO20,mainly used in chemical industry, its synthesis route is as follows.,253-52-1
General procedure: To a stirred solution of furan (1.20 g,17.6 mmol) in dry THF (20 mL) was added dropwise n-butyllithium (2.5 M in hexanes, 7.30 mL,18.3 mmol) over a period of 30 min at ?78 ¡ãC. The solution was warmed to ?25 ¡ãC, and stirring wascontinued at this temperature for 30 min. The reaction mixture was cooled back to ?78 ¡ãC, and asolution of 1 (2.00 g, 15.3 mmol) in dry THF (20 mL) was added dropwise over 30 min. The reaction mixture was stirred at this temperature for 2 h. The mixture was poured into saturated NH4Cl(100 mL) and extracted with ethyl acetate (3 ¡Á 50 mL). The combined organic extracts were thenwashed with saturated NaCl (50 mL), dried (MgSO4), filtered, and concentrated under vacuum toafford 3f as a light brown oil. The crude product 3f was dissolved in DCM (30 mL), and triethylamine(2.37 g, 3.26 mL, 23.4 mmol) was added, followed by dropwise addition of acryloyl chloride (1.59 g,1.43 mL, 17.6 mmol) at 0 ¡ãC. The reaction mixture was stirred at 0 ¡ãC for 2 h. The reaction was thenquenched with saturated NaCl (25 mL), and the organic layer was separated. The aqueous layer wasextracted with DCM (2 ¡Á 30 mL), and the combined organic extracts were washed with saturated NaCl(50 mL), dried (MgSO4), filtered, and concentrated to afford the crude product. The product waspurified on a silica gel column eluted with hexanes?EtOAc (7:3) to afford 4f (2.66 g, 60percent) as a yellowliquid.
With the synthetic route has been constantly updated, we look forward to future research findings about Phthalazine,belong phthalazine compound
Reference£º
Article; Nammalwar, Baskar; Muddala, N.Prasad; Bourne, Christina R.; Henry, Mary; Bourne, Philip C.; Bunce, Richard A.; Barrow, Esther W.; Berlin, K.Darrell; Barrow, William W.; Molecules; vol. 19; 3; (2014); p. 3231 – 3246;,
Phthalazine – Wikipedia
Phthalazine | C8H6N2 – PubChem