2,6-Difluorobenzaldehyde

clear light yellow to bright yellow liquid

34.8 g (0.6 mo) KF is dissolved in 250 m sulfolan under nitrogen for 2h at 100°C. By azeotropic distiNation water is removed. 20 g (0, 11 mo) 26-dichlorobenzadehyde and 2.8 g (6.68 mmo) tetrapheny phosphoniumbromide are given to the water-free mixture and heated overnight to 180°C. The resu[ting dark so’ution is fi[tered, the solid washed with ethy’ acetate and the ‘ow-boNing components removed by water pressure evaporation. By vacuum dsUNation (24 mbar, 85-86°C) the color’ess product is obtained, yield 77percentA stirring bar was placed in a pressurized container, and 5.0 g of methanol was charged, 1.5 g of sulfuric acid (95percent) was added dropwise, Further, 5percent rhodium carbon (hydrated product) was converted to dry weight 18 mg was charged. The container was hermetically sealed, pressurized nitrogen substitution, pressurized hydrogen replacement was carried out. Under a hydrogen atmosphere, at a pressure of 0.3 MPa in a pressurized container at 35 ° C. , And the resulting mixture was stirred for 1 hour. After cooling the obtained mixture to room temperature, The interior of the container was pressurized with nitrogen. To the resulting mixture, 1.0 g of 2, 6-difluorobenzonitrile was added. Pressurized nitrogen substitution and pressurized hydrogen replacement inside the container, and at 70 ° C., Pressure in pressurized container 0. 3 MPa to 0.14 MPa, The resulting mixture was stirred for 3 hours. The resulting mixture was cooled to room temperature, filtered, And washed with 15 mL of methanol to obtain 15.8 g of a solution. 8.1 g of the obtained solution was concentrated to obtain 2.7 g of a solution. To the resulting solution, 0.1 g of water and 3.0 g of methanol were added and concentrated, 2.7 g of a solution containing 2, 6-difluorobenzaldehyde was obtained. The yield of 2, 6-difluorobenzaldehyde was 85percent.General procedure: n-BuLi (1.67 M solution in hexane, 1.32 mL, 2.2 mmol) was added dropwise into a solution of p-bromochlorobenzene (383 mg, 2.0 mmol) in THF (3 mL) at -78 °C for 30 min. Then, ethyl formate (1.6 mL, 20 mmol) was added to the mixture and the obtained mixture was stirred at -78 °C. After 3 h at the same temperature, IGeneral procedure: n-BuLi (1.67 M solution in hexane, 1.3 mL, 2.2 mmol) was added dropwise into a solution of p-bromoanisole (383 mg, 2.0 mmol) in THF (3 mL) at -78 °C for 30 min. Then, DMF (0.22 mL, 2.2 mmol) was added to the mixture and the obtained mixture was stirred at rt. After 2 h at the same temperature, THF was removed. Then, MeOH (3 mL) was added to the residue and the mixture was stirred at room temperature. After 30 min, IPREPARATION 14 (2) 6.06 g of cobalt acetate and 6.06 g of sodium molybdate were respectively dissolved in 200 ml of 2, 6-difluorotoluene and 200 ml of acetic acid Into a mixed solution, where n (cobalt acetate): n (2, 6-difluorotoluene) = 0.015: 1, 6.06 g of sodium bromide was dissolved in 25percent of H2O2 Into H2O2-acetic acid solution, when n (sodium bromide): n (2, 6-difluorotoluene) = 0.015: 1, 2, 6-difluorotoluene-acetic acid solution with And H2O2-acetic acid solution were injected into the continuous heat transfer tube through a constant current pump at flow rates of 5.56 ml / min and 11.11 ml / min, respectively In the reactor, n (H2O2): n (2, 6-difluorotoluene) = 2: 1, using the microchannel reactor in Figure 2, the reaction temperature is controlled at 130 , dwell time 1800s. The outlet was cooled at 0 ° C and the reaction quenched with difluoromethane. After GC analysis, 2, 6-difluorotoluene The conversion was 45.1percent and the yield of 2, 6-difluorobenzaldehyde was 30.2percent.

Intermediate for medicine, pesticide, liquid crystal material.

Molecular Weight:142.10
XLogP3:1.6
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:142.02302107
Monoisotopic Mass:142.02302107
Topological Polar Surface Area:17.1
Heavy Atom Count:10
Complexity:117
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes