Category: 126930-72-1

Synthetic Route of 126930-72-1, A common heterocyclic compound, 126930-72-1, name is 1-Bromo-4-dodecylbenzene, molecular formula is C18H29Br, 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.

Magnesium (3.3 g), tetrahydrofuran (20ml) were placed in aflask, and tetrahydrofuran (100ml) solution of 1-bromo-4-dodecylbenzene (40.1g) was added dropwise slowly at a rate to maintain reflux, and (4-dodecylphenyl) magnesium bromide was prepared. This was cooled in anice-water bath, and trimethyl borate (15.4g) was dropped slowly. After stirringfor 1 hour at room temperature, water and then concentrated hydrochloric acid(16 ml) were added, and stirred for 30 minutes. After extraction with ethylacetate, it was washed with water, dried over anhydrous sodium sulfate, andconcentrated to give (4-dodecylphenyl) boronic acid (32 g).

The synthetic route of 126930-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JNC CORPORATION; KAWASHIMA, MASATOSHI; NOMURA, SHINTARO; (159 pag.)JP2015/203027; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 126930-72-1,Some common heterocyclic compound, 126930-72-1, name is 1-Bromo-4-dodecylbenzene, molecular formula is C18H29Br, 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.

1-bromo-4-dodecylbenzene (5.0 g, 15.4 mmol, 1.0 eq.), bispinacolato diboron (4.7 g, 1.2 eq.), potassium acetate (4.5 g, 3 eq.), and a bis(diphenylphosphino) ferrocene-palladium(II) dichloride dichloromethane complex (0.38 g, 0.03 eq.) were weighed and put into a 200 mL three-necked round bottom flask. Degassing under reduced pressure and nitrogen purge were sufficiently performed. Thereafter, 50 mL of cyclopentyl methyl ether was added thereto in a nitrogen atmosphere, and the mixture was refluxed and stirred. After completion of the reaction, heating was stopped, and the temperature of the reaction liquid was returned to room temperature. Extraction was performed with toluene, the organic solvent layers were then unified, anhydrous sodium sulfate was added thereto, and the mixture was allowed to stand for a while. Sodium sulfate was filtered off, and the solution was concentrated under reduced pressure. The mixture containing a desired product was further caused to pass through an activated carbon column chromatography, and a fraction containing a desired product was collected and concentrated under reduced pressure. Thus, a desired product ?PC12Bpin? was obtained.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-dodecylbenzene, its application will become more common.

Reference:
Patent; Kwansei Gakuin Educational Foundation; JNC Corporation; HATAKEYAMA, Takuji; KONDO, Yasuhiro; NAKAMOTO, Keiichi; YANAI, Motoki; (190 pag.)US2018/94000; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 126930-72-1,Some common heterocyclic compound, 126930-72-1, name is 1-Bromo-4-dodecylbenzene, molecular formula is C18H29Br, 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.

(0236) To a suspension of 1-bromo-4-dodecylbenzene (2.2 g, 6.8 mmol) in anhydrous tetrahydrofuran (50 cm3) at -78 C. was added dropwise tert-butyllithium (7.2 cm3, 14 mmol, 1.9 M in pentane) over 30 minutes. After addition, the reaction mixture was stirred at -78 C. for 1 hour. 5,5?-Bis-triisopropylsilanyl-[2,2?;5?,2?]ter[thieno[3,2-b]thiophene]-3?,6?-dicarboxylic acid diethyl ester 3 (1.0 g, 1.1 mmol) was then added in one portion. The reaction mixture was then stirred at -78 C. for 2 hours and at 23 C. for 17 hours. The reaction mixture was poured into water (150 cm3) and the organics extracted with diethyl ether (5¡Á50 cm3). The combined organics were washed with brine (100 cm3), dried over anhydrous magnesium sulphate, filtered and the solvent removed in vacuo. The crude was purified by column chromatography (n-pentane) to give {6?[bis-(4-dodecyl-phenyl)-hydroxy-methyl]-5,5?-bis-triisopropylsilanyl-[2,2?;5?,2?]ter[thieno[3,2-b]thiophene]-3?-yl}-bis-(4-dodecyl-phenyl)-methanol 4 (800 mg, 40%) as a colourless oil. (0237) 1H-NMR (300 MHz, CDCl3) 0.84-0.92 (12H, m), 1.06-1.17 (36H, m), 1.21-1.37 (78H, m), 1.54-1.66 (8H, m), 2.53-2.63 (8H, m), 3.45 (2H, s), 6.50 (2H, s), 7.08 (8H, d, J 8.3), 7.17 (2H, s), 7.20 (8H, d, J 8.3)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-4-dodecylbenzene, its application will become more common.

Reference:
Patent; MERCK PATENT GMBH; MITCHELL, William; D’LAVARI, Mansoor; WANG, Changsheng; SPARROWE, David; (45 pag.)US2016/301008; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 126930-72-1, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 126930-72-1 as follows.

A Schlenk tube was charged with Pd2dba3 (3.0 mg,0.32¡Á10-2 mmol, 8 mol%) and Xphos (3.1 mg, 0.65¡Á10-2 mmol, 16 mol%) in degassed toluene (2 mL). The reaction medium was heated under argon at 60 C for 10 min. To the violet solution was added, under a positive stream of argon, CLM1 (35 mg, 0.04 mmol, 1 eq.), 1-bromo-4-dodecylbenzene 2a (26 mg, 0.08 mmol, 2 eq.), and sodium-tert-butoxide(12 mg, 0.12 mmol, 3 eq.) in 2 mL of degassed toluene. The reaction mixture was heated at 95 C for 24 h. The solvent was evaporated under reduced pressure and the resulting mixture was extracted with DCM from a saturated aqueous solution of NaHCO3 (100 mL). The organic phase was washed with H2O (3¡Á100 mL), The desired product was purified by silica gel column chromatography with DCM/hexane (40:60 v/v) as eluent. Red solid (50 mg, 93%) 1H NMR (600 MHz, CD2Cl2, ppm): delta 7.56 (d, 4H, J=7.8 Hz, ArH), 7.12 (d, 8H, J=7.8 Hz,ArH), 7.03 (d, 12H, J=7.8 Hz, ArH), 2.95 (br, 12H, cyclohexyl-CH2,s),2.60 (t, 4H, J=7.8 Hz, CH2-(CH2)10CH3), 2.35 (s, 6H, CH3,s), 1.85 (br,12H, cyclohexyl-CH2,s), 1.65 (m, 4H, CH2-CH2(CH2)9CH3), 1.33 (m,36H, CH2-CH2(CH2)9CH3), 0.95-0.92 (m, 6H, CH2-CH2(CH2)9CH3); 13CNMR (150 MHz, CD2Cl2, ppm): delta 152.29, 148.39, 146.39, 146.29,137.39, 133.07, 132.63, 130.26, 129.57, 124.84, 124.55, 123.04,35.88, 32.53, 32.23, 30.28, 30.22, 30.13, 29.98, 29.96, 29.76, 26.78,23.29, 22.21, 21.06, 14.48. HR-MALDI-TOF; Calcd. for (M+)C80H104B2FeN8O6 1350.762; found 1350.525 UV-vis: (THF, 10-6 M),lambdamax [nm]=303, 448.

According to the analysis of related databases, 126930-72-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shetty, Suchetha; Baig, Noorullah; Al-Mousawi, Saleh; Al-Sagheer, Fakhreia; Alameddine, Bassam; Polymer; vol. 178; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 126930-72-1, name is 1-Bromo-4-dodecylbenzene, This compound has unique chemical properties. The synthetic route is as follows., category: bromides-buliding-blocks

To a suspension of 1 -bromo-4-dodecylbenzene (3.626 g, 1 1 .15 mmol) in anhydrous tetrahydrofuran (48 cm3) at -78 C, ferf-butyllithium (13 cm3, 22 mmol, 1 .7 M in pentane) is added dropwise over 30 minutes. After 40 minutes the reaction is allowed to warm to -30 C before the reaction mixture is then re-cooled to -78 C. Additional 1 -bromo-4-dodecylbenzene (362 mg, 1 .1 1 mmol) is added and after 15 minutes ethyl 2-[5-(3- ethoxycarbonyl-2-thienyl)thieno[3,2-b]thiophen-2-yl]thiophene-3- carboxylate (1 .00 g, 2.23 mmol) is added in one portion to the reaction mixture. This mixture is then allowed to stir at -78 C for 20 minutes before removing allowing the mixture to warm to 23 C. Water (100 cm3) is added and the mixture stirred for 5 minutes. Diethyl ether (50 cm3) is then added and the organic layer extracted. The organic extract is then washed with saturated ammonium chloride solution (100 cm3), water (100 cm3) and brine (100 cm3), dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The crude is purified by column chromatography eluting with a graded solvent system (40-60 petrol:dichloromethane; 1 :0 to 3:2) with final purification achieved by trituration with methanol (3 x 10 cm3), washing the filtered solid with 40-60 petrol (2 x 10 cm3), diethyl ether (10 cm3) and acetone (10 cm3) to give intermediate 38 (2.09 g, 70%) as a yellow solid. 1H NMR (400 MHz, CDCIs) 7.12 – 7.17 (10H, m), 7.07 – 7.12 (8H, m), 6.64 (2H, s), 6.45 (2H, d, J 5.2), 3.24 (2H, s), 2.60 (8H, t, J 7.7), 1 .57 – 1 .65 (8H, m), 1 .25 – 1 .35 (72H, m), 0.89 (12H, t, J 6.8).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 126930-72-1.

Reference:
Patent; MERCK PATENT GMBH; MORSE, Graham; NANSON, Lana; MITCHELL, William; KROMPIEC, Michal; D’LAVARI, Mansoor; PRON, Agnieszka; (327 pag.)WO2018/65350; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary