Category: 2789-89-1

Application of 2789-89-1, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 2789-89-1 name is 1,2-Bis(4-bromophenyl)ethyne, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To an oven-dried screwed vial were added substituted 2-oxo-2-phenylacetic acid (0.1mmol), substituted alkyne (0.11mmol), [IrCp*Cl2]2 (0.01mmol, 7.97mg), (CH3OC6H4)3P (0.01mmol, 3.52mg), AgSbF6 (0.01mmol, 3.44mg), Cu(OAc)2 (0.02mmol, 3.99mg), and toluene (1mL). The mixture was vigorously stirred at 120C under air to the end of the reaction. Organic solvents were removed in vacuo, and then the residue was purified by a silica gel column chromatography to give the desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,2-Bis(4-bromophenyl)ethyne, and friends who are interested can also refer to it.

Reference:
Article; Yu, Xiaobo; Geng, Shudong; Liu, Guanchen; Guo, Weijie; Wang, Jianhui; Journal of Organometallic Chemistry; vol. 879; (2019); p. 139 – 143;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 2789-89-1,Some common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, 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.

In 25mL dry pressure reaction tube, was added 58mg of 1-octyl-4- (p-chlorophenyl) -1,2,3-triazole, 134mg of 1-phenyl-1-propyne, 6mg of dichloro (pentamethylcyclopentadienyl yl) rhodium dimer, 80mg of copper acetate monohydrate, 32mg 1.5mL sodium peroxide and 1,2-dichloroethane.100 stirred for 24 hours.After the reaction was cooled to room temperature, directly on a silica gel column (ethyl acetate and petroleum ether, the volume ratio of 1: 3) to give product 48mg, 39% yield,

The synthetic route of 2789-89-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University; Chen, Wanzhi; (11 pag.)CN104725375; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, 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. Quality Control of 1,2-Bis(4-bromophenyl)ethyne

A solution of bis(4-bromophenyl)acetylene (1.500 g, 4.46 mmol, 1 equiv), and iodine(566 mg, 2.23 mmol, 0.5 equiv) in DMSO (7.5 mL) was stirred at 155 00 for 6 h. Thereaction mixture was then cooled down to room temperature and a 1% aqueoussolution of Na2S2O4 (100 mL) was added. The resulting yellow crystals were filtratedand washed with water. Recrystallisation from dioxane afforded 101 as yellow crystals(1.06 g, 65%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2789-89-1, its application will become more common.

Reference:
Patent; THE UNIVERSITY OF BIRMINGHAM; BARANOFF, Etienne David; HERBAUT, Antoine Joel Maurice; (37 pag.)WO2016/193748; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, A new synthetic method of this compound is introduced below., HPLC of Formula: C14H8Br2

To a 13 ¡Á 150 mm test tube equipped with magnetic stir bar were added [RhCp*(CH3CN)3](SbF6)2 (6.6mg, 4 mol %), NaOAc (32.8mg, 0.4 mmol, 2 equiv) and 2a-2o (0.3 mmol, 1.5 equiv). The test tube was sealed with a rubber septum and removed from the glove-box. The solution of 1a-1r (0.2 mmol, 1 equiv)in EtOH (2 mL) was injected into the test tube via syringe. The reaction mixture was placed in a preheated oil bath (60 ) for 12 h. Then the reaction mixture was concentrated in vacuo, the residue was dissolved in methylene chloride and purified by column chromatography (silica gel, n-hexane/EtOAc =20/1). 1-Methyl-3,4-diphenylisoquinoline (3aa): The title compound was obtained as white crystal in 91% yield (54.2 mg). 1H NMR (400 MHz, CDCl3) delta 8.24 – 8.16(m, 1H), 7.66 (m, 1H), 7.63 – 7.55 (m, 2H), 7.41 – 7.28 (m, 5H), 7.26 – 7.12 (m,5H), 3.09 (s, 3H). 13C NMR (101 MHz, CDCl3) delta 157.78, 149.37, 140.90, 137.56,136.06, 131.44, 130.32, 130.04, 129.29, 128.24, 127.66, 127.18, 127.01, 126.62,126.29, 126.19, 125.60, 22.73. HRMS (EI) calcd. for C22H17N: [M]+, 295.1361. Found: m/z 295.1358.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Chu, Benfa; Fang, Lili; Guo, Shan; Qi, Bing; Shi, Pengfei; Wang, Qi; Zhu, Jin; Tetrahedron Letters; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, 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. Application In Synthesis of 1,2-Bis(4-bromophenyl)ethyne

General procedure: Diphenylacetylene (36 mg, 0.20 mmol), NFSI (95 mg, 0.30 mmol,1.5 equiv), bathocuproine (8.7 mg, 24 mumol, 12 mol%), CuBr (2.9 mg, 20 mumol, 10mol%) and CsF (30 mg, 0.20 mmol, 1.0 equiv) were added to a Schlenk tubecontaining a magnetic stirring bar in open air. The tube was evacuated and refilledwith N2 gas following the usual Schlenk technique. Anhydrous 1,2-dichloroethane(2.0 mL, 0.10 M) was added into the tube and the reaction tube was capped with a J.Young O-ring tap. The reaction mixture was stirred and heated at 70 C for 12 h.The mixture was then cooled to room temperature. The crude mixture was filteredthrough a pad of silica gel topped with Na2SO4 in a short column and concentrated invacuo. 2-Fluorobiphenyl (17.2 mg, 0.10 mmol) was added into the crude as aninternal standard and the 19F NMR yield was determined. Purification by flashchromatography on silica gel (hexane/EtOAc = 7:1) followed by concentration invacuo provided 2a in 62% (53.3 mg, 0.124 mmol) yield as white crystals.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2789-89-1, its application will become more common.

Reference:
Article; Yip, Shu Jan; Yoshidomi, Tetsushi; Murakami, Kei; Itami, Kenichiro; Chemistry Letters; vol. 47; 3; (2018); p. 329 – 331;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 2789-89-1, These common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, 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.

General procedure: Alkyne (0.5 mmol, 1 equiv.), primary alcohol (0.5 mmol, 1 equiv.), I2 (1 mmol, 253.8 mg, 2 equiv.) and DMSO (2 mL) were mixed in a round bottom flask and heated at 130 C for 24 h. Thereafter, ammonium acetate (5 mmol, 385.4 mg, 10 equiv.) and EtOH (2 mL) was added to the mixture and heated at 100 C for 2 h. After cooling, a solution of 1% Na2S2O3 was added dropwise to the mixture to form a precipitate which was filtered and dried. The crude product was recrystallized from EtOH to afford spectroscopically pure imidazole 3.

The synthetic route of 2789-89-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeena, Vineet; Naidoo, Shivani; Tetrahedron; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, 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. Recommanded Product: 1,2-Bis(4-bromophenyl)ethyne

Example 125 Preparation of N-phenyl-3,4-di(p-bromophenyl)-1-phenyl-1,2-dihydrobenz[c-1,2]azaphosphinine 1-oxide N-phenyl-3,4-di(p-bromophenyl)-1-phenyl-1,2-dihydrobenz[c-1,2]azaphosphinine 1-oxide (81.9 mg, 87%) as a target compound was obtained under the condition of 110 for 30 hours, by the same reaction as the Example 118 above, except for using 1,2-bis(4-bromophenyl)ethyne (100.8 mg, 0.3 mmol) instead of using 3-hexyne of the Example 118 above. 1H NMR (400 MHz, CDCl3) delta 7.68 (dd, J=7.1 Hz, 12.9 Hz, 2H), 7.51 (dd, J=7.4 Hz, 14.2 Hz, 1H), 7.43 (t, J=7.7 Hz, 1H), 7.38-7.35 (m, 3H), 7.31-7.25 (m, 3H), 7.11-7.06 (m, 3H), 7.01-7.00 (m, 4H), 6.88 (t, J=7.8 Hz, 4H), 6.81 (t, J=7.2 Hz, 1H)

The synthetic route of 1,2-Bis(4-bromophenyl)ethyne has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KNU-INDUSTRY COOPERATION FOUNDATION; Lee, Phil Ho; Park, Young Chul; Jeon, In Cheol; Seo, Jung Min; Seo, Bo Ram; US2015/344506; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2789-89-1, These common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, 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.

Example 45 Preparation of 3,4-Bis(4-bromophenyl)-1-phenyl-1H-2,1-benzoxaphosphinine 1-oxide 3,4-Bis(4-bromophenyl)-1-phenyl-1H-2,1-benzoxaphosphinine 1-oxide (47.2 mg, 57%) as a target product was obtained under the condition of 90 C. for 30 hours, by the same reaction as the Example 1 above, except for using diphenylphosphinic acid (32.7 mg, 0.15 mmol) instead of using phenylphosphonic monoethyl ester of the Example 1 above, and using 1,2-bis(4-bromophenyl)ethyne (75.6 mg, 0.23 mmol) instead of using diphenylacetylene of the Example 1 above. 1H NMR (400 MHz, CDCl3) delta 7.94-7.89 (m, 2H), 7.66-7.51 (m, 6H), 7.47 (tt, J=7.7, 1.2 Hz, 1H), 7.39-7.34 (m, 1H), 7.28 (app d, J=8.7 Hz, 2H), 7.15 (d, J=8.2 Hz, 2H), 7.09 (app d, J=8.7 Hz, 2H), 7.01 (dd, J=8.0, 4.7 Hz, 1H).

The synthetic route of 2789-89-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KNU-INDUSTRY COOPERATION FOUNDATION; Lee, Phil Ho; Park, Young Chul; Jeon, In Cheol; Seo, Jung Min; Seo, Bo Ram; US2015/344506; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary