Category: 80058-84-0

Some common heterocyclic compound, 80058-84-0, name is 4-Bromo-2,6-diisopropylaniline, molecular formula is C12H18BrN, 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. Recommanded Product: 4-Bromo-2,6-diisopropylaniline

138 ml (2.59 mol) of96percent sulfuric acid was added dropwise to a solution of 4-bromo-2,6-diisopropylaniline (as prepared above, purity ca. 90percent) in 2000 ml of95percent ethanol cooled to -1 ooc at such a rate to keep the reaction temperature below 7°C. After the addition was complete, the formed solution was stirred at roomtemperature for 1 h. Then, the reaction mixture was cooled in an ice-bath, and asolution of 103.1 g (1.49 mol) of sodium nitrite in 215 ml of water was addeddropwise over ca. 1 h. The formed solution was stirred at the same temperature for30 min. Further on, the cooling bath was removed, and 18 g of copper powder was added. Upon completion of the rapid evolution of nitrogen additional portions (ca. 5g each, ca. 70 gin total) of copper powder were added with 10 min intervals untilgas evolution ceased completely. The reaction mixture was stirred at roomtemperature overnight, then filtered through glass frit (G3), diluted with two-foldvolume of water, and crude product was extracted with 4 x 200 ml of dichloromethane. The combined extract was dried over K2C03, evaporated todryness, and then distilled in vacuum (b.p. up to 120°C/5 mm Hg) to give ayellowish liquid. This product was additionally purified by flash-chromatography onsilica gel 60 ( 40-63 )lm; eluent: hexane) and distilled once again (b.p. 85-99°C/5mm Hg) to give 120.0 g (52percent) of 1-bromo-3,5-diisopropylbenzene as a colorless liquid.1H NMR (CDCh): b 7.19 (d, J = 1.2 Hz, 2H), 6.99 (br.t, 1H), 2.86 (sept, J = 6.9 Hz,2H), 1.24 (d, J= 6.9 Hz, 12H). 13CeH} NMR (CDCh): b 151.04, 126.85, 123.70,122.34, 34.06, 23.87

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 80058-84-0, its application will become more common.

Reference:
Patent; BOREALIS AG; AJELLAL, Noureddine; RESCONI, Luigi; IZMER, Vyatcheslav V.; KONONOVICH, Dmitry S.; OSKOBOYNIKOV, Alexander Z.; VIRKKUNEN, Ville; (133 pag.)WO2018/91684; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 80058-84-0, A common heterocyclic compound, 80058-84-0, name is 4-Bromo-2,6-diisopropylaniline, molecular formula is C12H18BrN, 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.

With stirring, 21 g (0.15 mol) of potassium carbonate are initially added to 141 g (1.5 mol) of phenol in 500 g of toluene, followed by the addition of 168 g (1.5 mol) of a 50percent aqueous solution of potassium hydroxide. The entire water of reaction is then separated under reflux, and then ca. 400 g of toluene are removed by distillation. The residue is dissolved in 700 g of dimethyl formamide. After addition of 6 g (0.05 mol) of copper carbonate, solvent is distilled off until the temperature of the reaction mixture is 140¡ã C. Then 256 g (1 mol) of 4-bromo-2,6-diisopropylaniline are added at 140¡ã C. and the mixture is kept for 10 hours at 140¡ã C. The dimethyl formamide is then removed by vacuum distillation, the residue is extracted with water, and the product is taken up in toluene. After stripping off the toluene, the crude product is purified by vacuum distillation, giving 215 g (80percent of theory) of 4-phenoxy-2,6-diisopropylaniline with a boiling point of 142¡ã-145¡ã C./0.04 mbar and a melting point of 69¡ã-71¡ã C., in the form of a bright red product.

The synthetic route of 80058-84-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4997967; (1991); A;,
Bromide – Wikipedia,
bromide – Wiktionary