Ethanol 2,2-diphenyl

Ethanol Diphenyl urea [l,l-Diphenyl 3 (2-hydroxy ethyl )-Urea 3-(2-hydroxyethyl)-l, 1-diphenylurea and 2-( 2-hydroxy ethyl)-1,1-diphenylurea (CA)],... 

Startg. oxazolidine refluxed with Raney-Ni in ethanol diphenyl-2-(N-formyl)-piperidylmethane. Y > 90%. F. e., also with 5%-palladized carbon, and formation of hydroxyacylamines s. D. Ghiringhelli and L. Bernardi, Tetrah. Let. 1967, 1039. 

Difluorodiphenyl. Bis-diazotise a solution of 46 g. of benzidine (Section IV,88) in 150 ml. of concentrated hydrochloric acid and 150 ml. of water by means of a solution of 35 g. of sodium nitrite in 60 ml. of water add about 200 g. of crushed ice during the process (compare p-Fbtorotoluene above). Filter the solution and add it to a filtered solution of 85 g. of sodium borofluoride in 150 ml. of water. Stir for several minutes, collect the precipitated bis-diazonium borofluoride by suction filtration, wash with 5 ml. of ice-cold water, and dry at 90-100°. Place the dry salt in a flask fitted with an air condenser, immerse the flask in an oil bath, and slowly raise the temperature to 150° (Fume Cupboard ). When decomposition of the salt is complete, steam distil the mixture collect the 4 4 difluoro-diphenyl which passes over and recrystallise it from ethanol. The yield is 21 g., m.p. 92-93°. 

As actually carried out the mixed aldol condensation product 1 3 diphenyl 2 propen 1 one has been isolated in 85% yield on treating benzaldehyde with ace tophenone in an aqueous ethanol solution of sodium hydroxide at 15-30°C... 

Benzhydryloxy ethoxy diphenyl silane (2). To a solution of benzoyl triphenylsilane 1 (2.5 g, 6 9 mmol) in benzene (25 mL) was added a solution of sodium ethoxide in ethanol (2 mL, 0 S mmol). The solution changed colour and after 11 min laded airmst completely. The solution was washed with water and the solvent removed in vacuum. The oily residue was dissolved in hot ethanol (15 mL) and cooled to give 2 (2 1 g, 74%), np 67-75 C Recrystallizatlon from ethanol gave 1 8 g (64%). mp 77-78,C... 

There are some reports proposing that structures not present in the aqueous resole are formed during cure, to include 2,2-diphenyl ethanol and 1,1,3,3-tetraphenyl propane crosslink structures [132,158,159]. However, these have not... 

Esters of diphenylacetic acids with derivatives of ethanol-amine show mainly the antispasmodic component of the atropine complex of biologic activities. As such they find use in treatment of the resolution of various spastic conditions such as, for example, gastrointestinal spasms. The prototype in this series, adiphenine (47), is obtained by treatment of diphenyl acetyl chloride with diethylaminoethanol. A somewhat more complex basic side chain is accessible by an interesting rearrangement. Reductive amination of furfural (42) results in reduction of the heterocyclic ring as well and formation of the aminomethyltetrahydro-furan (43). Treatment of this ether with hydrogen bromide in acetic acid leads to the hydroxypiperidine (45), possibly by the intermediacy of a carbonium ion such as 44. Acylation of the alcohol with diphenylacetyl chloride gives piperidolate (46). ... 

B.Bg (0.15 mol) of 4-phenylbenzophenoneare dissolved in 200 ml of ethanol and 3 g (0.075 mol) of sodium borohydride are added. After heating for 15 hours under reflux, and allowing to cool, the reaction mixture is hydrolyzed with water containing a little hydrochloric acid. The solid thereby produced is purified by recrystallization from ethanol, 36 g (B9% of theory) of (biphenyl-4-yl)-phenyl-carbinol [alternatively named as diphenyl-phenyl carblnol or a-(biphenyl-4-yl)benzylalcohol] of melting point 72°-73°C are obtained. 

Preparation of Bisacodyl 5 grams of (4,4 -dihydroxy-diphenyl)-(pyridyl-2)-methane are heated with 5 grams of anhydrous sodium acetate and 20 cc of acetic anhydride for three hours over a boiling waterbath. The cooled reaction mixture is poured into water, whereby after a while a colorless substance precipitates, which Is filtered off with suction, washed with water and recrystallized from aqueous ethanol. Colorless bright crystals, MP 138°C are obtained. 

C) Preparation of Doxapram Hydrochloride [3,3-Diphenyl-1-Ethyl-4-(2-Morpholino-Ethylj-2-Pyrrolidinone Hydrochloride Monohydrate] A solution of 25 grams (0.076 mol) of 4-(2-chloroethyl)-3,3-diphenyl-1-ethyl-2-pyrrolidinone and 13.3 grams (0.153 mol) of morpholine in 500 ml of absolute ethanol was heated at 95°-120°C for 21 hours in a closed system and concentrated in vacuo. The residue was dissolved in 3(X) ml of two normal hydrochloric acid and extracted with 150 ml of ethyl acetate. A solid crystallized (13 g) during the extraction and was removed by filtration. MP 217°-219°C. The acid extracts were made basic with sodium hydroxide and extracted with ether, and the ether solution was concentrated in vacuo and the residue was suspended in six normal hydrochloric acid. Additional crystalline product formed and was recrystallized from two normal hydrochloric acid. Yield, 10 grams MP 217°-219°C. Total yield, 23 grams (70%). 

The reaction mixture is refluxed for 1 hour, then the solvent Is slowly distilled off, the distillation being completed in vacuo. The solid residue so obtained is dissolved in 400 ml of water and washed with ether. The solution is acidified with 10% HCI and the 1,2-diphenyl-3,5-dioxo-4-(3 -methyl-2 -butenyl)-pyrazolidlne which separates is purified by crystallization from ethanol (MP 155°Cto 156°C). 

The aqueous solution is then concentrated to dryness at an outside temperature of 40° to 45°C and at low pressure. The residue, obtained by drying in a vacuum at 40° to 45°C is triturated in a mortar with ethyl ether and, after filtration, is extracted with 3,400 ml boiling absolute ethanol. The ethanol extract is separated from the undissolved part by filtration, cooled and the product which crystallizes by cooling is filtered and dried at 40°C in a vacuum. In that manner the disodium (4,4 -disulfoxy-diphenyl)-(2-pyridyl)-methane bi-hydrate is obtained, which takes the form of a white solid, according to U.S. Patent 3,528,986. 

Diphenyl sulphoxide was obtained when a solution of diphenyl sulphide was treated with potassium hydrogen sulphate in ethanol and acetic acid131. 

Rearrangement across the double bond and possible anchimeric assistance involving carbon also has been investigated. Rappoport and Gal (134) have reported that the solvolysis of l-anisyl-2,2-diphenyl bromide, 224, in aqueous ethanol as well as in formic acid gave a,a-diphenyl-p-methoxyacetophenone, 225, as the only product i.e., no rearrangement product 226 was observed. 

Compounds with hydroxy groups, such as flavonoids, sugars, or hydroxy acids, often react with 1% diphenyl boric acid (3-aminoethylester in methanol or ethanol. Various colors are formed by many natural products Neu reagent). 

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