3,3'-dichlorobenzophenone

General procedure: The reaction was carried out in an autoclave containing a 10mL Teflon reaction tube. Pd(PPh3)4 (0.02 mmol), DPPP(0.04 mmol), and a magnetic stir bar were placed in the tubewhich was then capped with a stopper and flushed withargon. Then, aryl boronic acid (1 mmol), AgNO3 (1 mmol), and acetone (3 mL) were added to the tube. The tube was putinto the autoclave. Once sealed, the autoclave was purgedseveral times with CO, pressurized to 1 atm at r.t. and thenheated in an oil bath at 40 °C for 24 h. The autoclave wasthen cooled to r.t. and carefully vented to discharge CO in afume hood. Water (10 mL) was added, and the product wasextracted with CH2Cl2 (3 × 15 mL). The organic layers werewashed with brine, dried over Na2SO4, and evaporated. Thecrude product was purified by column chromatography onsilica gel using a mixture of EtOAc and PE as eluent to givethe products. The identity and purity of the product wasconfirmed by 1H NMR and 13C NMR spectroscopy and MSor HRMS spectrometry.10182] To a solution of 8-9 (45.3 g, 0.29 mol), Pd (OAc)2 (3.2 g, 14.3 mmol) and Na2CO3 (48 g, 0.46 mol) in PEG:H20 (600 mE, v/v=1:1), was added 8-8 (50.7 g, 0.29 mol) portionwise at 00 C. for 20 mm. The mixture was stirred at 80° C. for 1 h, and then extracted with EtOAc (3x500 mE). The combined organic layers were washed with brine (2x300 mE), dried with Na2SO4 and concentrated to give a residue. The residue was purified by silica gel chromatography (PE:EA=100:1 to 20:1) to provide 8-10 as a white solid (20 g, 27percent). ‘H NMR (400 MHz, CD3C1): ö 7.78 (s, 1H), 7.66 (d, J=7.7 Hz, 1H), 7.60 (d, J=8.2 Hz, 1H), 7.49-7.43 (m, 1H).General procedure: Phenylboronic acid (0.249 g, 2 mmol), 5wt% Pd/CaCO3 (0.0456g, Pd 0.01mmol)And CuI (0.0114g, 0.03mmol)Add to a 250 mL polytetrafluoro-lined pressure reactor, Add DMSO (10 mL), Install the reactor, Slowly pass 1.85atm of air into the fume hood.Then pass 0.15atm CO, The reaction kettle was then placed in a 50 C oil bath for 12 hours.After the reaction was stopped, the reaction vessel was cooled to room temperature, and the remaining gas in the kettle was slowly discharged in a fume hood.Turn on the reaction kettle and add 40 mL of ammonia water with a concentration of 5%.The palladium catalyst is separated by filtration, and the catalyst can be reused after washing and drying.The mother liquor was extracted three times with dichloromethane (30 mL). EtOAc was evaporated.Purified by column chromatography (20:1 by volume of petroleum ether / ethyl acetate as eluent)Obtaining 0.173 g of benzophenone in a yield of 95%, the product is a white solid.The following benzophenones and benzhydrols are representative of compounds which are useful in the practice of the present invention: 3-bromobenzophenone 3, 3'-dibromobenzophenone 4-ethylbenzophenone

Molecular Weight:251.10
XLogP3:4.8
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:249.9952203
Monoisotopic Mass:249.9952203
Topological Polar Surface Area:17.1
Heavy Atom Count:16
Complexity:230
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes