Benzoyl chloride, hydrogenation

Cyclohexylamino-2-propanol Benzoyl chloride Hydrogen chloride... 

Hydrogen chloride Benzoyl chloride Hydrogen Phenylselenol Pyridine Ozone... 

To 1,5-diaminoanthraquinone (page 237) in 20 parts of 1,2-dichlorobenzene (or nitrobenzene) is added slowly at 140° the calculated amount of benzoyl chloride. Hydrogen chloride is generated (hood ). When the gas evolution has ceased (about 1 hour), the mixture is cooled and the dye is filtered off. The yield is quantitative. 

Trimethylene dibromide (Section 111,35) is easily prepared from commercial trimethj lene glycol, whilst hexamethylene dibromide (1 O dibromohexane) is obtained by the red P - Br reaction upon the glycol 1 6-hexanediol is prepared by the reduction of diethyl adipate (sodium and alcohol lithium aluminium hydride or copper-chromium oxide and hydrogen under pressure). Penta-methylene dibromide (1 5-dibromopentane) is readily produced by the red P-Brj method from the commercially available 1 5 pentanediol or tetra-hydropyran (Section 111,37). Pentamethylene dibromide is also formed by the action of phosphorus pentabromide upon benzoyl piperidine (I) (from benzoyl chloride and piperidine) ... 

Method 2. Into a 500 ml. round-bottomed flask place 120 ml. of dry A.R. benzene, and 35 g. (29 ml.) of redistilled benzoyl chloride. Weigh out 30 g. of finely-powdered, anhydrous aluminium chloride into a dry corked test-tube, and add the solid, with frequent shaking, during 10 minutes to the contents of the flask. Fit a reflux condenser to the flask, and heat on a water bath for 3 hours or until hydrogen chloride is no longer evolved. Pour the contents of the flask wliile still warm into a mixture of 200 g. of crushed ice and 100 ml. of concentrated hydrochloric acid. Separate the upper benzene layer (filter first, if necessary), wash it with 50 ml. of 5 per cent, sodium hydroxide solution, then with water, and dry with anhydrous magnesium sulphate. Isolate the benzophenone as in Method 1. The yield is 30 g. 

The reaction of benzoyl chloride with (Me3Si)2 affords benzoyltrimethylsi-lane (878)[626,749,750]. Hexamethyldigermane behaves similarly. The siloxy-cyclopropane 879 forms the Pd homoenolate of a ketone and reacts with an acyl halide to form,880. The 1,4-diketone 881 is obtained by reductive elimination of 880 without undergoing elimination of /7-hydrogen[751]. 

The advantage of this method is that it avoids the use of hydrogen selenide, necessary for the preparation of selenourea from cyanamide (14). Benzoylselenourea is synthesized by the method of Douglass (24) by the action of potassium selenocyanate On benzoyl chloride in acetone solution. 

Chlorine can replace the hydrogen to produce benzoyl chloride. 

Ben zotricbl oride is hydrolyzed to benzoic acid by hot water, concentrated sulfuric acid, or dilute aqueous alkaH. Benzoyl chloride [98-88-4] is produced by the reaction of benzotrichloride with an equimolar amount of water or an equivalent of benzoic acid. The reaction is catalyzed by Lewis acids such as ferric chloride and zinc chloride (25). Reaction of benzotrichloride with other organic acids or with anhydrides yields mixtures of benzoyl chloride and the acid chloride derived from the acid or anhydride (26). Benzo triflu oride [98-08-8] is formed by the reaction of benzotrichloride with anhydrous hydrogen fluoride under both Hquid- and vapor-phase reaction conditions. 

Benzotrichloride is a chemical iatermediate used to produce two significant products. Partial hydrolysis or reaction with benzoic acid yields benzoyl chloride, whereas chlorination and subsequent reaction with hydrogen fluoride yields -chlorobenzotrifluoride [98-56-6]. 

On catalytic hydrogenation it furnishes mainly dihydroquinidine. Benzoyl chloride converts it into the enol benzoate, m.p. 114-5°, and on interaction with magnesium alkyl halides it forms alkylquinidines, e.g., methylquinidine, 2H2O, m.p, 105-12°, [a] ° -(- 168° (EtOH),... 

Hydrogen chloride Phosphorus oxychloride Benzoyl chloride Maleic acid Hydrazine... 

A solution of 0.1 mol of 1-cyclohexylamino-2-propanol in 30 grams of chloroform was saturated with dry hydrogen chloride gas, with cooling. A solution of 0.1 mol of benzoyl chloride in 30 grams of chloroform was added and the solution was heated in a bath at 50° to 55°C for four days under a reflux condenser protected from atmospheric moisture. Then the solvent was removed by vacuum distillation while the mixture was warmed on a water bath. Benzene was then added to the syrupy residue and the reaction product crystal lized out after the benzene was removed by vacuum distillation. 

Methyl a-D-mannopyranoside was treated in succession with p-toluene-sulfonyl chloride, carbonyl chloride, and benzoyl chloride, and, without isolating the intermediates, there was obtained in 37% yield methyl 4-0-l enzoyl-2,3-O-carbony 1-6-0-(p-tolylsulfonyl ) -D-mannoside. The tos-yloxyl group of the latter was replaced by iodine, and hydrogenation of the 6-iodo derivative in the presence of a nickel boride catalyst gave methyl 4-0-benzoyl-2,3-0-carbonyl-6-deoxy- -D-mannoside. Treatment of the latter with hydrogen bromide in acetic acid gave crystalline 4-0-benzoyl-2,3-0-carbonyl-6-deoxy-a-D-mannosyl bromide (8) (16). The... 

Hydrazoic acid reaction with cyclobu-tanecarboxyhc acid, 47, 28 Hydrogenation of t butylazidoacetate to glycme ( butyl ester, 46,47 Hydrogen bromide 46, 43 reaction with y butyrolactone, 46, 43 Hydrogen fluoride anhydrous, precautions in use of, 46, 3 in preparation of mtromum tetra-fluoroborate 47, 57 reaction with benzoyl chloride, 46,4 with boron tnfluonde in conversion of p cymene to m cymene, 47, 40 in bromofluorination of 1 heptene, 46, 11... 

Addition of benzoyl chloride to 2.5-dimethyl-3,4,6-triphenyl-3//-azepine (13) in benzene in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) leads to elimination of hydrogen chloride and formation of the 2-methylene-l//-azcpine 14.117 All attempts to isomerize the methylene derivative to 1-benzoyl-2,5-dimethyl-3,4,6-triphenyl-l//-azepine under basic conditions failed. Analogous reactions can occur with 2,5-dielhyl-3,4,6-triphenyl-3//-azepine. 

Nitro-, 4-nitro-, 7-nitro-, 5,7-dinitro-, and 6,8-dinitroquinoline react with the carbanion of chloromethyl phenyl sulfone to give products of substitution of hydrogen at positions 4 3 8 6,8 and 5,7 respectively <96LA641>. The base-induced reaction of benzoyl chloride salts of quinoline iV-oxides with carbonitriles to give 2-quinolyldiacylamines as the main products has been reported <96TL(37)69>. 

Benzoyl cyanide can be prepared by the thermal decomposition of cj-isonitrosoacetophenone,5 from silver cyanide and benzoyl chloride,3 from anhydrous hydrogen cyanide and benzoyl chloride in the presence of pyridine,4 and by the thermal decomposition of phenylchloronitrocyanomethane.6 6... 

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