Performance & security by Cloudflare, Please complete the security check to access. Almost pure 150 g Diazepam will result. It was heated under N2 with 210 mg of hydroxylamine hydrochloride in 7 ml of pyridine at 70°C for 43.5 hours as above. Most of the methanol was removed under vacuum, and the residue was taken up in a mixture of 25 ml water and 25ml of ether. Show transcribed image text. The reaction is done in the liquid state. A suspension of 483mg (1.82mmol) finely ground 4-Acetyl-7-chloro-1-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5- dione (from experiment 3 above) in 12 ml The reaction mixture was then poured on ice and stirred with an excess of 40% NaOH solution. material was taken into CH2Cl2 (four extractions), filtered through anhydrous Na2SO4, concentrated and pumped out to yield 259 mg of nearly colorless The Filter off your diazepam, and wash with 50 mL ice-cold toluene. This material consists predominantly of the product benzophenone with small amounts of the starting material, in It is poured in 4 L water and 1 L dichloromethane is added until most is dissolved. The ether extracts was discarded, the alkaline solution acidified and 30 ml of water was stirred at It is manufactured from benzene and ethene. It can be synthesized relatively easily in around 50% yield from the commercially available starting material 5-chloro-isatoic anhydride N-methyl-5-chloro-isatoic anhydride. It was extracted with ether and crystallized by partial concentration. Ethanoyl chloride is added carefully to a mixture of benzene and solid aluminium chloride in the cold. and concentrated under vacuum. In either case, with benzoic acid in hand, you can procede as you've indicated, on to benzophenone. The crude alpha-oxime (139g, mp 150-160°C) remaining in the funnel was washed with benzene and petroleum ether. glass, which spontaneously crystallized; mp 202-204°C. HCl, and then the combined acid fractions were extracted five times with CH2Cl2. Phenol is oxidized to benzoquinone as It is a oxidation reaction. This file is a part of the Rhodium site archive. The layers were separated, and the ether layer was washed three times with a 3% HCl solution, and the combined aqueous layers was made basic with ammonia There are several ways of doing this, some of which use a variation on Friedel-Crafts alkylation. The chloroacetyl chloride and NaOH were Previous question Next question Transcribed Image Text from this Question. a ratio 10.8:1 as determined by HPLC; in other runs the ratio varied between 7:1 and 10:1. Recrystallization of the crystalline residue (0.53g) gave 0.43 g of product, mp 177-179°C. One of the benzodiazepines that came shortly after Librium was Diazepam, commonly sold under the trade name Valium, and it is is your typical The present invention adopts iron(ic) chloride as catalysts, enormously simplify processing condition, saves the reaction times, substantially increases the yield of benzophenone, avoids wastage of material, greatly reduces the production cost of enterprise. The organic solution was concentrated to a small volume, and diluted with petroleum ether, yielding 3.1g (54%) anhydrous sodium sulfate, and concentrated. > Step 1: benzaldehyde + phenylmagnesium bromide → diphenylmethanol Step 2: diphenylmethanol + chromyl chloride → benzophenone You can use any reagent that converts a secondary alcohol to a ketone. The present invention relates to the production method of medicine intermediate, especially a kind of production method of benzophenone. To a solution of 6.4g (20 mmol) of 2-Chloroacetamido-5-chlorobenzophenone beta-oxime (compound 4 above) in 60cc of dioxane was added 20 cc of 1N NaOH. synthesis) and 1 mole 1-chloro-4-nitrobenzene and the min. You do a Grignard reaction followed by an oxidation. Crude 5-Chloro-2-(glycylmethylamino)-benzophenone from experiment 4 above (568 mg) and 485mg hydroxylamine hydrochloride were heated in 10ml of pyridine On brief swirling of the mixture, crystallization set in, and the An alternate approach would be to 1) brominate benzene to form bromobenzene, 2) form the Grignard reagent with magnesium and 3) react it with carbon dioxide to produce benzoic acid. prisms melting at 127-130°C. Friedel-Crafts acylation of benzene. If you are at an office or shared network, you can ask the network administrator to run a scan across the network looking for misconfigured or infected devices. extracted four times with CH2Cl2, the extracts were filtered through anhydrous Na2SO4 and concentrated, and the residue was pumped out at 100°C and reduced amoount benzene or toluene or THF to obtain a solid-free solution. CH2Cl2). See the answer. etheral solution of 3% HCl, the layers were separated, and the ether layer was extracted three more times with 3% HCl. • REGULATIONS: Benzophenone, benzophenone-2, benzophenone-3, benzophenone-4, and benzophenone-5 restricted in cosmetics in United States [3] and oxybenzone is restricted in cosmetics at up to 10% maximum concentration in the EU. When all the ethanoyl chloride has been added, the mixture is heated under reflux at a temperature of 60°C for about 30 minutes to complete the reaction. The mixture was then acidified with HCl, diluted with water and extracted with ether. An acyl group is an alkyl group attached to a carbon-oxygen double bond. colorless plates melting at 125-126°C. crystallized by the addition of petroleum ether yielding 1.8g (63%) of the crystalline reaction product (mp 120-122°C). 600 mL conc. extracted with methylene chloride. 150 ml methanol was added in portions an excess of diazomethane in ether. The oxime, when crystalline is very sparingly soluble in most organic solvents. The synthetic method of the benzophenone that current domestic production producer commonly uses has phosgenation, Benzoyl chloride method, carbon tetrachloride method, Benzyl chloride method etc., and aforesaid method complex process, is difficult to actually operating in chemical plant, cannot drop into the large production of industry.