4-Chlorobenzoylformicacid

Step 2: Methyl oxalyl chloride (265 g, 2.16 mol) was slowly added to a suspension of aluminium chloride (200 g, 1.5 mol) in 750 ml of chloroform at 0 °C. The reaction mixture was stirred for 1 h at 0 °C, then chlorobenzene (245 g, 2.19 mol) was slowly added at this temperature. The resulting mixture was stirred for 16 h at room temperature, then poured on water and diluted with dichloromethane. The phases were separated, the organic layer was washed with water, dried over sodium sulfate and evaporated. The remainder was purified by chromatography on silica gel, using ethyl acetate/heptane 1:9 as eluent, delivering methyl 4-chloro-phenylglyoxylate (99 g, 0.5 mol). This intermediate was dissolved in 800 ml of dioxane and 800 ml of 1 N sodium hydroxide were added. The mixture was stirred for 2 h at room temperature, then acidified to pH 1 with 2 N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and evaporated to deliver 4-chloro-phenylglyoxylic acid (14, 86 g, 0.47 mol 21percent). General procedure: The aryl styrene 0.2mol, 0.4mol sodium hydroxide, water 80mL added to 500mL round bottom flask, heated to 70 ° C, potassium permanganate 0.5mol within 0.5h added in batches after 10min and then reused Ethanol 50mL will notThe reaction of potassium permanganate destruction, the reaction solution was suction filtered, the filtrate was retained, most of the water was distilled off under reduced pressure, the concentrated filtrate was acidified with concentrated hydrochloric acid, and then extracted with dichloromethane to remove the solvent, cooled to give a light The yellow solid was recrystallized from ethanol to give 2-aryl-2-oxoacetic acid.According to General Method 1, 2-(4-chlorophenyl)-2-oxoacetic acid was obtained as a white powder with a yield of 60.0percent.General procedure: Selenium dioxide (1.5 mmol) was dissolved in dioxane (10.0 mL) and added to a 50mL RB flask. To this, diphenacyl sulfide derivative 1 (0.5 mmol) was added and the mixture refluxed for 2 h. The course of the reaction was monitored by TLC. After completion, the reaction mixture was filtered and the solvent was removed under vacuum. The crude product was purified by column chromatography using petroleum ether and ethyl acetate mixture (90:10) as the eluent to get 3/5/6.

Molecular Weight:184.57
XLogP3:2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:183.9927217
Monoisotopic Mass:183.9927217
Topological Polar Surface Area:54.4
Heavy Atom Count:12
Complexity:195
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes