Analyzing the synthesis route of 1996-29-8

The synthetic route of 1996-29-8 has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 1996-29-8, name is 1-Bromo-4-chloro-2-fluorobenzene, A new synthetic method of this compound is introduced below., SDS of cas: 1996-29-8

[0239] To a stirred solution of 1-bromo-4-chloro-2-fluorobenzene (0.9 g, 4.32 mmol) and (E)-2- (2-ethoxyvinyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.5 g, 7.5 mmol) in DME/H20 (v/v = 4:1, 30 mL) were added Pd(PPh3)4 (218 mg, 0.19 mmol) and Na2CO3(795mg, 7.5 mmol) under nitrogen. The reaction mixture was heated to 75C. After stirring at 75C for 12 hr, the mixture was concentrated and treated with EtOAc. The organic phase was washed with water, brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give the coupling product 1-(2-butoxyvinyl)-4-chloro-2-fluorobenzene which was purified by filtration through a pad of silica gel (Hex / EtOAc =20/1) to afford an oil (500 mg, 55%). The above 1-(2-butoxyvinyl)-4-chloro-2-fluorobenzene (200 mg, 0.88 mmol) was dissolved in a mixture of acetone (2 mL) and 3N aqueous HCI (2 mL). The mixture was heated at 40 C under nitrogen for 5 hours, cooled to room temperature and extracted with ether. The organic phase was washed with brine, dried over anhydrous Na2SO4, and concentrated to afford the title compound which was used in the next step without further purification (185mg). 1H NMR (400 MHz, CDCI3) 6 9.76 (s, 1H), 7.16-7.14 (m, 3H), 3.74 (s, 2H).

The synthetic route of 1996-29-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; RUGEN HOLDINGS (CAYMAN) LIMITED; SHAPIRO, Gideon; (157 pag.)WO2016/126869; (2016); A1;,
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