Category: 327-52-6

327-52-6, A common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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 22 Dineophyl-2,4,5-trifluorophenyltin chloride (compound 92) Dineophyl-di(2,4,5-trifluorophenyl)tin (113.1 g), a pale-yellow viscous liquid, was prepared in substantial accordance with the procedure described in Example 1 (1) except that 2,4,5-trifluorophenyl bromide (105.9 g, 0.502 mol), rather than metatrifluoromethylphenyl bromide, was employed. Gas chromatography analysis of this liquid showed 96.0% purity. Tin content was 17.8% (theoretical: 18.3%). The above product (76.4 g, 0.118 mol) was then reacted with chlorine and the reaction mixture was worked up in substantial accordance with the procedure described in Example 5. Recrystallization of the product from n-hexane gave 39.3 g of dineophyl-2,4,5-trifluorophenyltin chloride as a white solid.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; Nitto Kasei Co., Ltd.; US4774235; (1988); A;,
Bromide – Wikipedia,
bromide – Wiktionary

A common compound: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 327-52-6

EXAMPLE H 3-Bromo-2,5,6-trifluorobenzaldehyde To a solution of 1-bromo-2,4,5-trifluoro benzene (25 g, 0.12 mol) in THF (200 mL) at -78 C. was added LDA (80 mL, 1.5 M) dropwise. The mixture was stirred at -78 C. for 1 hour, then N-formylpiperidine (16 g, 0.144 mol) was added in one portion and stirring continued for 2 hours. An additional 15 g of N-formylpiperidine was then added every 0.5 hour in 5 g portions. The reaction was quenched with 3N HCl (pH 3) at -78 C. The reaction was warmed to 0 C. and partitioned between H2 O and ether. The ether layer was dried and concentrated and the residue was distilled to provide 13 g (45%) of the desired aldehyde; bp 63-65 C. (0.2 mm).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 327-52-6, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Warner-Lambert Company; US5047538; (1991); A;,
Bromide – Wikipedia,
bromide – Wiktionary

327-52-6, A common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

Dissolve 2,4,5-trifluorobromobenzene (10.5 g 49.8 mmol) in tetrahydrofuran (25 mL) with methyl tert-butyl ether(25 mL), cooled to -30 C, isopropyl magnesium chloride (4.8 g 46.5 mmol) was slowly added dropwise to the solution, stirred at -30 C for 10 min, and added with cuprous chloride (1.6 g 16.6 mmol). After stirring at -30C for 15 min, the compound of formula 3 (6.1 g 33.2 mmol) was dissolved in methyl tert-butyl ether (20 mL) and slowly added dropwise to the reaction system. The temperature rose from -30C to -3C within 3 h. At 10C, it was warmed to -5C over a further 3 h and reacted overnight at 0C. Saturated ammonium chloride (25 mL) was added to the reaction system, extracted with ethyl acetate (20 mL*1), washed with saturated brine, dried over anhydrous sodium sulfate, concentrated and stirred with petroleum ether (50 mL) to obtain 15.6 g. Product 4, yield 90%.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Heding (Nanjing) Pharmaceutical Co., Ltd.; Li Wensen; (18 pag.)CN105017081; (2017); B;,
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. 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., 327-52-6

Step 1: (2-Bromo-4,5-difluorophenyl)(methyl)sulfaneIn a 40 mL vial, a solution of 1-bromo-2,4,5-trifluorobenzene (2.00 g, 9.48 mmol)in DMSO (15 mL) was treated with NaSMe (3.32 g, 47.4 mmol), and the resultingsuspension stirred at room temperature for 4 h. The reaction mixture was diluted with DCM, and the organics were washed with water and brine. The volatiles were concentrated to give (2-bromo-4,5-difluorophenyl)(methyl)sulfane (2.20 g, 98 %), which was used without further purification in next reaction. ?H NMR (400MHz, CDC13) oe7.23 (dd, J=8.7, 5.7 Hz, 1H), 6.98 (dd, J=8.5, 6.4 Hz, 1H), 2.46 (s, 3H). HPLC: RT =2.756 mm; (Chromolith ODS S5 4.6 x 50 mm (4 mm grad) 0-100% B. Flow Rate = 4ml/min. Inj. Vol. = 10 uL. Wavelength = 220. Oven Temp. = 40 C. Solvent A: 10%MeOH – 90% H20 -0.1 % TFA. Solvent B: 90% MeOH – 10 % H20 – 0.1 % TFA).

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Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; NORRIS, Derek J.; DELUCCA, George V.; GAVAI, Ashvinikumar V.; QUESNELLE, Claude A.; GILL, Patrice; O’MALLEY, Daniel; VACCARO, Wayne; LEE, Francis Y.; DEBENEDETTO, Mikkel V.; DEGNAN, Andrew P.; FANG, Haiquan; HILL, Matthew D.; HUANG, Hong; SCHMITZ, William D.; STARRETT, JR, John E.; HAN, Wen-Ching; TOKARSKI, John S.; MANDAL, Sunil Kumar; WO2015/100282; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

327-52-6, A common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, molecular formula is C6H2BrF3, 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.

[0131] Into a 100 mL three- necked flask were added 4.62 g 1- bromo- 2, 4, 5- trifluorobenzene (0.022 mol) andanhydrous tetrahydrofuran (50 mL) . The resulting mixture was cooled to- 20 C. The solution of isopropylmagnesiumbromide (22 mmol) in tetrahydrofuran (22 ml, 1 M THF) was slowly added dropwise under nitrogen. After the additionwas complete, the reactants were maintained at- 20 C for later use.[0132] Cuprous bromide – dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. Theresulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise undernitrogen. After 15 min, a solution of the acridine compound as shown in the above reaction formula (4.16 g, 0.015 mol)in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammoniachloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separatedwater layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together andfurther washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followed byfiltration and concentration to obtain a crude product, which was further treated by column chromatography to obtain acompound (5.41 g, 0.0132 mol, yield 88%).1H NMR (400 MHz, CDCl3) delta7.53?7.22 (m, 5H), 7.05 (t, J = 10.5 Hz, 1 H), 6.93 (t, J = 10.7 Hz, 1 H), 5.12 (d, J = 12.6Hz, 1H), 3.97?3.85 (m, 1 H), 3.82 (d, J = 6.2 Hz, 1 H), 3.77?3.55 (m, 1H), 3.51 (s, 2H),2.82 (s, 2H), 1.87?1.68 (m, 1H),1.63?1.48 (m, 1 H), 1.39 (s, 9H). Ms (M++1): 410.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang Hisoar Pharmaceutical Co., Ltd; PAN, Xianhua; LI, Weijin; ZHANG, Qunhui; RUAN, Libo; YU, Wansheng; DENG, Fei; MA, Tianhua; HUANG, Mingwang; HE, Minhuan; EP2647624; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary