Category: 398-62-9

Application of 398-62-9,Some common heterocyclic compound, 398-62-9, name is 4-Fluoro-1,2-dimethoxybenzene, molecular formula is C8H9FO2, 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.

To a chilled solution (0 C.) of 1.0 g (6.4 mmol) of 4-fluoroveratrole in 6.5 mL anhydrous dichloromethane was added 10.5 mL of 1.0 M titanium (IV) chloride (10.5 mmol; in CH2Cl2), over 30 m and under inert atmosphere. Following this, a solution of 0.826 g (7.2 mmol) of dichloromethyl methyl ether in 2.0 mL anhydrous dichloromethane slowly was added to the reaction. After this addition was complete, the ice bath was removed and the reaction stirred at room temperature for an additional 3 h. The reaction then was poured over 25 g crushed ice, and extracted with ether (3×20 mL). The combined organic layers were washed with saturated sodium bicarbonate (3×20 mL) and with brine (1×20 mL), dried over sodium sulfate, and evaporated under reduced pressure. The product was purified using flash chromatography with 15% ethyl acetate in hexanes. The product gave the NMR shown in FIG. 16.

The synthetic route of 398-62-9 has been constantly updated, and we look forward to future research findings.

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 398-62-9 as follows. Formula: C8H9FO2

To a suspension of sulfur trioxide N, N-dimethylformamide complex (4. [108G,] 27 mmol) in 1,2-dichloroethane was added 4-fluoroveratrole (3.49g, 22 mmol) dropwise. The mixture was slowly heated to [85C] in an oil bath. After 2.5h, the solids had dissolved to afford a golden yellow solution. A trace of starting material was still present and heating was continued for a further 4.5h. The oil bath was removed and thionyl chloride (1.95 mL, 27 mmol) added dropwise. The mixture was heated 4h at [85C] and allowed to cool to room temperature. The solution was poured into water and extracted with dichloromethane [(3X50] mL), the combined organics washed with water, dried over magnesium sulfate and evaporated. Remaining traces of N, N-dimethylformamide were removed azeotropically with toluene to afford the product as an off-white solid that was used without further purification.

According to the analysis of related databases, 398-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.Hoffmann-la Roche AG; WO2004/13120; (2004); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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 398-62-9 as follows. HPLC of Formula: C8H9FO2

EXAMPLE 118 4-Chloro-1-[3,4-dimethoxy-6-fluorophenyl]-1-hexanone A solution of 0.1056 g (0.64 mmol) of 4-fluoroveratrole in 1 mL of methylene chloride was added to a mixture of 0.2289 g (1.7 mmol) of aluminum chloride and 0.09 mL (0.8 mmol) of 4-chlorobutyryl chloride in 2 mL of methylene chloride at 25. The reaction mixture was stirred at 25 for 22 hours. Water was added and the organic layer was separated and washed with sodium bicarbonate solution. The dried extract was concentrated under reduced pressure to an oil which was chromatographed on 10 g of silica gel using 25% ethyl acetatehexane to give 0.041 g, mp 81-82, of 4-chloro-[3,4-dimethoxy-6-fluorophenyl]-1-hexanone. The nmr spectrum was consistent with the structure and the mass spectrum gave the molecular ion at m/z 260 (C12 H14 ClFO3)

According to the analysis of related databases, 398-62-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hoffmann-La Roche Inc.; US5025036; (1991); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

398-62-9, name is 4-Fluoro-1,2-dimethoxybenzene, belongs to ethers-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. 398-62-9

EXAMPLE 138 6-Bromo-1-(2-fluoro-4,5-dimethoxyphenyl)-1-hexanone A solution of 5.3 g (0.034 mol) of 1,2-dimethoxy-4-fluorobenzene in 25 mL of methylene chloride was added to a solution of 5.4 g (0.041 mol) of aluminum chloride and 8.7 g (0.041 mol) of 6-bromohexanoyl chloride in 60 mL of methylene chloride cooled in an ice bath. The resulting solution was kept at 0 for 5 hours and then worked up as in Example 131. The crude product was recrystallized from methylene chloride-ether to give 6.98 g (62% yield), mp 81-83, of 6-bromo-1-(2-fluoro-4,5-dimethoxyphenyl)-1-hexanone. The nmr spectrum was consistent with the structure and the mass spectrum gave a molecular ion at m/z 332 (C14 H18 BrFO3).

Statistics shows that 398-62-9 is playing an increasingly important role. we look forward to future research findings about 4-Fluoro-1,2-dimethoxybenzene.

Reference:
Patent; Hoffmann-La Roche Inc.; US5025036; (1991); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

398-62-9, A common heterocyclic compound, 398-62-9, name is 4-Fluoro-1,2-dimethoxybenzene, molecular formula is C8H9FO2, 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.

To a suspension of sulfur trioxide N,N-dimethylformamide complex (4.108 g, 27 mmol) in 1,2-dichloroethane was added 4-fluoroveratrole (3.49 g, 22 mmol) dropwise. The mixture was slowly heated to 85 C. in an oil bath. After 2.5 h, the solids had dissolved to afford a golden yellow solution. A trace of starting material was still present and heating was continued for a further 4.5 h. The oil bath was removed and thionyl chloride (1.95 ml, 27 mmol) added dropwise. The mixture was heated 4 h at 85 C. and allowed to cool to room temperature. The solution was poured into water and extracted with dichloromethane (3¡Á50 ml), the combined organics washed with water, dried over magnesium sulfate and evaporated. Remaining traces of N,N-dimethylformamide were removed azeotropically with toluene to afford the product as an off-white solid that was used without further purification. EI MS: m/e=254.0 ([M]+).

The synthetic route of 398-62-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Plancher, Jean-Marc; Taylor, Sven; US2005/165012; (2005); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem