Category: 51436-99-8

Related Products of 51436-99-8, 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. 51436-99-8 name is 4-Bromo-2-fluorotoluene, 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.

Dried magnesium turnings (4.24 g, 0.55 mole) were stirred with a heavy stirrer bar under argon for 16 hours. A few crystals of iodine were added followed by a solution of 4-bromo-2- fluorotoluene (94.5 g, 0.5 mole) in tetrahydrofuran [THF] (200 ml). This addition took place over about 40 minutes and the solution was allowed to reflux during the addition. The resulting solution was stirred for 1 hour. 4-Bromobenzaldehyde (71.7 g 0.39 mole) in THF (200 ml) was cooled to 0C then treated with the above Grignard solution. The addition of the Grignard solution took place over 30 minutes and the resulting solution was stirred for 2 hours at room temperature. The reaction mixture was poured slowly into a solution of potassium sodium tartrate (10% solution, 1 L) and extracted with ethyl acetate (EtOAc). The organic solution was dried with brine and sodium sulfate and evaporated. Trituration with hexane gave the title compound (D1) as a white solid (71.8 g, 65%).’H NMR: 8 CDCI3 2.20 (1H, d), 2.24 (3H, m), 5.75 (1H, d), 6.98 (1H, s) 7.05 (1H, m), 7.16 (1H, m), 7.24 (2H, m) 7.47 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-fluorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/51397; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 51436-99-8, These common heterocyclic compound, 51436-99-8, name is 4-Bromo-2-fluorotoluene, 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 29 Preparation of 2-fluoro-4-cyanotoluene (38) Copper(I) cyanide (Aldrich, 3.6 g, 40 mmol) was added to a solution of 4-bromo-2-fluorotoluene (Aldrich, 5 g, 27 mmol) in DMF (60 mL). The reaction mixture was heated at 150 C. for 11 hours. After cooling to room temperature, the mixture was partitioned between water and EtOAc (500 mL each). The organic layer was dried (MgSO4), and solvent was removed under vacuum to give the title compound (2.08, 58%). 1H-NMR (CDCl3) delta2.36 (s, 3H), 7.30 (m, 3H), 7.35 (d, 1H, J=8.1 Hz).

The synthetic route of 51436-99-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Corvas International, Inc.; US6541467; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 51436-99-8, 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. 51436-99-8 name is 4-Bromo-2-fluorotoluene, 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.

Dried magnesium turnings (4.24 g, 0.55 mole) were stirred with a heavy stirrer bar under argon for 16 hours. A few crystals of iodine were added followed by a solution of 4-bromo-2- fluorotoluene (94.5 g, 0.5 mole) in tetrahydrofuran [THF] (200 ml). This addition took place over about 40 minutes and the solution was allowed to reflux during the addition. The resulting solution was stirred for 1 hour. 4-Bromobenzaldehyde (71.7 g 0.39 mole) in THF (200 ml) was cooled to 0C then treated with the above Grignard solution. The addition of the Grignard solution took place over 30 minutes and the resulting solution was stirred for 2 hours at room temperature. The reaction mixture was poured slowly into a solution of potassium sodium tartrate (10% solution, 1 L) and extracted with ethyl acetate (EtOAc). The organic solution was dried with brine and sodium sulfate and evaporated. Trituration with hexane gave the title compound (D1) as a white solid (71.8 g, 65%).’H NMR: 8 CDCI3 2.20 (1H, d), 2.24 (3H, m), 5.75 (1H, d), 6.98 (1H, s) 7.05 (1H, m), 7.16 (1H, m), 7.24 (2H, m) 7.47 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Bromo-2-fluorotoluene, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/51397; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 51436-99-8, These common heterocyclic compound, 51436-99-8, name is 4-Bromo-2-fluorotoluene, 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 29 Preparation of 2-fluoro-4-cyanotoluene (38) Copper(I) cyanide (Aldrich, 3.6 g, 40 mmol) was added to a solution of 4-bromo-2-fluorotoluene (Aldrich, 5 g, 27 mmol) in DMF (60 mL). The reaction mixture was heated at 150 C. for 11 hours. After cooling to room temperature, the mixture was partitioned between water and EtOAc (500 mL each). The organic layer was dried (MgSO4), and solvent was removed under vacuum to give the title compound (2.08, 58%). 1H-NMR (CDCl3) delta2.36 (s, 3H), 7.30 (m, 3H), 7.35 (d, 1H, J=8.1 Hz).

The synthetic route of 51436-99-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Corvas International, Inc.; US6541467; (2003); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

51436-99-8, 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 51436-99-8 as follows.

Add sodium hydride (60% dispersion in oil, 880 mg, 22 mmol) to a solution OF 4- HYDROXY-L-METHYL-PIPERIDINE (2. 304 g, 20 mmol) in DMF (12 mL), stir. After 30 min., add 4-BROMO-2-FLUOROTOLUENE (4.159 g, 22 mmol) and heat at 70 C. After 21 hr. , quench the reaction with saturated NAHC03 solution, extract with ether three times, combine the organic layers, wash with saturated NaCl solution, dry over NA2SO4, filter and concentrate to give a residue. Purify by chromatography (silica gel, eluting with 6% 2M NH3- methanol in CH2CI2) provides of the title compound as a slightly yellow oil (3.90 g, 69%). Mass spectrum (ion spray): m/z = 284.0 (M ;’H NMR (CDCI3, ppm): 7.01 (m, 3H), 4.35 (m, 1H), 2.66 (m, 2H), 2.36 (m, 2H), 2.34 (s, 3H), 2.19 (s, 3H), 2.03 (m, 2H), 1.85 (m, 2H).

According to the analysis of related databases, 4-Bromo-2-fluorotoluene, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/94380; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary