Category: 18599-22-9

Some common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, molecular formula is C4H3BrF4, 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 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

General procedure: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar and reflux condenser, was added ethyl 2-iodobenzoate (3j, 0.14 g 0.50 mmol), Cu2O (0.060 g, 0.42 mmol), and a DMF solution of 2-Zn (0.65 M, 1.54 mL, 1.0 mmol), and the mixture was stirred at 100 C for 24 h. After being cooled to room temperature, the resulting solution was subjected to a short pad of silica gel using hexanes as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography to provide the corresponding compound 4j (0.13 g, 0.48 mmol) in 96% yield as an yellow oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 18599-22-9, its application will become more common.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 4-Bromo-3,3,4,4-tetrafluorobut-1-ene

In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were placed 4-nitrobenzoyl chloride (5g, 0.50 g 2.7 mmol), Cu2O (0.030 g, 0.21 mmol), 2,2′-bipyridyl (0.020 g, S29 0.13 mmol), and a DMF solution of 2-Zn (0.66 M, 1.0 mL, 0.66 mmol), and the whole were stirred at 100 C for 20 h. The resultant was poured into water and the organic products were extracted with Et2O three times. The combined organic layers were dried over anhydrous Na2SO4, then filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the corresponding 6g (0.14 g, 0.51 mmol) in 77% yield as a pale yellow oil.2,2,3,3-Tetrafluoro-1-(4-nitrophenyl)pent-4-en-1-one (6g) Yield: 77% (0.14 g, 0.51 mmol); Pale yellow oil (hexanes/AcOEt = 5/1, Rf = 0.50); 1H NMR (CDCl3): delta 5.78 (d, J = 11.0 Hz, 1H, cis-CH2=CH), 5.91 (dt, J = 17.31, 1.68 Hz, 1H, trans-CH2=CH), 6.07 (dtd, J = 17.3, 11.9, 11.0 Hz, 1H, CH2=CH), 8.21 (d, J = 8.4 Hz, 2H, Ar-H), 8.30-8.33 (m, 2H, Ar-H); 13C NMR (CDCl3): 111.7 (tt, J = 264.9, 37.4 Hz, CF2), 114.7 (tt, J = 250.6, 31.4 Hz, CF2), 123.9 (Ar), 125.6 (t, J = 23.9 Hz, CH2=CH), 125.6 (t, J = 9.4 Hz, CH2=), 131.4 (t, J = 3.4 Hz, Ar), 136.7 (Ar), 151.2 (Ar), 185.1 (t, J = 28.0 Hz, C=O); 19F NMR (CDCl3): -115.04 (s, 2F, CF2-C=O), -113.37 (d, J = 11.9 Hz, 2F, =CH-CF2); IR (neat): 3057, 1715, 1604, 1531, 1351, 1156, 1014, 834 cm-1 ; HRMS (FAB) calcd for C11H8F4NO3 [M+H]+ : 278.0440, found 278.0435.

The synthetic route of 18599-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 18599-22-9, These common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, 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: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were placed benzoyl chloride (5a, 0.17 mL, 1.5 mmol), Cu2O (0.027 g, 0.18 mmol), 2,2′-bipyridyl (0.019 g, 0.12 mmol), and a DMF solution of 2-Zn (0.61 M, 1.0 mL, 0.61 mmol), and the whole were stirred at room temperature for 20 h. The resultant was poured into water and the organic products were extracted with Et2O three times. The combined organic layers were dried over anhydrous Na2SO4, then filtered, and concentrated in vacuo. The residue was purified by silica gel column chromatography to give the corresponding 6a (0.13 g, 0.56 mmol) in 92% yield as a colorless oil.

Statistics shows that 4-Bromo-3,3,4,4-tetrafluorobut-1-ene is playing an increasingly important role. we look forward to future research findings about 18599-22-9.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 18599-22-9, A common heterocyclic compound, 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, molecular formula is C4H3BrF4, 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: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar, were added iodobenzene (3a, 0.40 mL, 3.6 mmol) and Cu2O (0.027 g, 0.18 mmol), and a DMF solution of 2-Zn (0.60 M, 1.0 mL, 0.6 mmol). The whole was heated up at 100 C and stirred at that temperature for 24 h. After cooling to room temperature, the resultant was filtered through a short pad of silica gel using hexane as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography using hexanes as an eluent, leading to the corresponding compound 4a (0.036 g, 0.17 mmol) in 29% isolated yield as a colorless oil.

The synthetic route of 18599-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary

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 18599-22-9 as follows. HPLC of Formula: C4H3BrF4

4-bromo-3,3,4,4-tetrafluoro-1-butene (8.7 g, 42 mmol), anthracene (5.0 g, 28 mmol) and toluene (100 g) were added to a 300 mL pressure-resistant reaction container, and a reaction was conducted at 150 C. for 24 hours. Subsequently, after cooling to room temperature, the resultant was concentrated using a rotary evaporator. Methanol (50 g) was added to the concentrate, followed by stirring. The precipitated solid was subjected to filtration. Then, the residue was dried under reduced pressure, so as to obtain intermediate product 14 (6.0 g, yield=55.6%).

According to the analysis of related databases, 18599-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TOKYO OHKA KOGYO CO., LTD.; ARAI, Masatoshi; MAEHASHI, Takaya; IKEDA, Takuya; (95 pag.)US2018/149973; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 18599-22-9, name is 4-Bromo-3,3,4,4-tetrafluorobut-1-ene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 18599-22-9, Formula: C4H3BrF4

General procedure: In a two-necked round-bottomed flask, equipped with a teflon-coated stirrer bar and reflux condenser, was added ethyl 2-iodobenzoate (3j, 0.14 g 0.50 mmol), Cu2O (0.060 g, 0.42 mmol), and a DMF solution of 2-Zn (0.65 M, 1.54 mL, 1.0 mmol), and the mixture was stirred at 100 C for 24 h. After being cooled to room temperature, the resulting solution was subjected to a short pad of silica gel using hexanes as an eluent. The filtrate was concentrated in vacuo to give the crude materials, which was purified by silica gel column chromatography to provide the corresponding compound 4j (0.13 g, 0.48 mmol) in 96% yield as an yellow oil.

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Reference:
Article; Tamamoto, Ken; Yamada, Shigeyuki; Konno, Tsutomu; Beilstein Journal of Organic Chemistry; vol. 14; (2018); p. 2375 – 2383;,
Bromide – Wikipedia,
bromide – Wiktionary