Ethyl diphenylacetate

Cyclopropylmagnesium bromide is reactive enough to transform esters to the corresponding tertiary alcohols, albeit in moderate yields only. This has been utilized in a couple of cases. Thus, when ethyl diphenylacetate and methyl dicyclopropylacetate were used as electrophiles, l,l-dicyclopropyl-2,2-diphenylethanol (6) and 1,1,2,2-tetracyclopropylethanol (7), spectively, were both isolated in less than 50% yield. 

A mixture of diethylacetonitrile and chlorobenzene added with stirring at 35-40 to Na in benzene, after 5 hrs. 180 gm. ethyl diphenylacetate added with cooling at 40°, stirred several hrs., warmed 0.5 hr. at 60 , cooled to 10-20 , 110 gm. piperidinoethyl chloride dropped in below 40°, and, after 2 hrs., refluxed for 1 hr. 212 gm. ethyl y-piperidino-a,a-diphenylbutyrate.—It may be preferable not to use the very active phenyl-Na for the alkylation, particularly if the compounds contain several reactive groups, but an intermediate, less reactive Na-carrier, in this case, diethylacetonitrile. (F. e. s. M. Boekmtihl and G. Ehrhart, A. 561, 52 (1948).)... 

Chemical Name a-phenylbenzeneacetic acid 1-ethyl-3-piperidinyl ester Common Name N-ethyl-3-piperidyl diphenylacetate Structural Formula ... 

Doxapram Doxapram, l-ethyl-4-(2-morpholinoethyl)-3,3-diphenyl-2-pyrrolidinone (8.2.4), is synthesized in the following manner. Diphenylacetonitrile in the presence of sodium amide is alkylated with l-ethyl-3-chlorpyrrolidine, giving (l-ethyl-3-pyrrolidinyl) diphenylacetonitrile (8.2.1). Acidic hydrolysis of the nitrile group gives (l-ethyl-3 pyrrolidinyl)diphenylacetic acid (8.2.2). Reacting this with phosphorous tribromide... 

Diphenylacetic acid has been obtained by the reduction of benzilic acid with hydriodic acid and red phosphorus 1 by the treatment of phenylbromoacetic acid with benzene and zinc dust,2 or with benzene and aluminum chloride 3 by the hydrolysis of diphenylacetonitrile 4 by heating a-diphenyldichloroethyl-ene with alcoholic sodium ethylate 5 by heating benzilic acid 6 from diphenylmethane, mercury diethyl, sodium and carbon dioxide 7 by the oxidation of a,a,5,S-tetraphenyl- 8-butine 8 by the decomposition of some complex derivatives obtained from diphenylketene 9 by the hydrolysis of diphenyl-5,5-hydan-toin 10 by the treatment of diphenylbromoacetic acid with copper 11 by the oxidation of dichlorodiphenylcrotonic acid.12... 

Diphenylacetic acid 2-(diethylamino)ethyl ester Platinum... 

Other nucleophiles reported to react under photoinitiation are carbanions derived from ethyl phenylacetate [80,82], and methyl diphenylacetate... 

Ethyl phenylacetate and even the tertiary carbanion methyl diphenylacetate gave 84 and 42%, respectively, of the disubstitution product in their reaction with 2,6-dibromopy-ridine179. However, only monosubstitution product at position 4,134 was obtained in 70% yield in the reaction of 4,7-dichloroquinoline (133) with pinacolone enolate ion (equation 90)179. 

Acyl radicals and acyl anions are proposed intermediates in the reduction of phenylacetyl chloride and hydrocinnamoyl chloride at mercury in MeCN [223]. Among the products obtained from the reduction of phenylacetyl chloride are 1,4-diphenyl-2-butene-2,3-diol diphenylacetate, phenylacetaldehyde, toluene, 1,3-diphenyl-acetone, and l,4-diphenyl-2,3-butanediol, as well as phenylacetic acid and phenylacetic acid anhydride. Analogous products arise from the reduction of hydrocinnamoyl chloride l,6-diphenyl-3-hexene-3,4-diol dihydrocinnamate, hydrocinnamaldehyde, ethyl benzene, l,6-diphenyl-3,4-hexanediol, hydrocinnamic acid, and hydrocinnamic acid anhydride. 

Adiphenine Hydrochloride, a-Phenylbenzeneace-tic acid 2 (diethyhmino)ethyl enter hydrochloride 2-diethyl-aminoethyl diphenylacetate hydrochloride diphenylacetyldi -ethylaminoethanol hydrochloride Trasentine hydrochloride Dipfiacif hydrochloride Spasmolytin Difacil hydrochloride Patrovina. C H CINO. mol wt 347,87. C 69.05% H 7.53%, Cl IQ.]9%, N 4.03%, O 9.20%. Antiniuscarinic anti-spasmodic. Prepd by the action of diphenylacetyl chloride or diphenyl ketene on diethylaminoethanol Swiss pat, 190,541 0937 to Ciba) Ger. par . 626,539 653,778 (1937), Crystal and molecular structure Guy, Hamor, J. Chant,... 

Piperidolate. a-Phenylbenzeneaeetie acid I-ethyl-3-piperidinyt ester diphertylacetic acid l-ethyl-3-piperidyl ester N-ethyl -3 -piperidyl diphenylacetate JB 305. 

Ethyl p-hydroxybutyrate Ethyl DL-3-hydroxybutyrate. See Ethyl 3-hydroxybutyrate Ethyl hydroxydiphenylacetate Ethyl 2-hydroxy-2,2-diphenylacetate Ethyl a-hydroxydiphenylacetate. See Methyl benzilate 2-(N-Ethyl-N-2-hydroxyethylamino) ethanol. See N-Ethyidiethanolamine 2-[[4-[Ethyl (2-hydroxyethyl) amino] phenyl] azo]-6-methoxy-3-methylbenzothiazolium methyl sulfate. See Basic blue 41 Ethyl (P-hydroxyethyl) aniline N-Ethyl-N-(2-hydroxyethyl) aniline. See Phenylethylethanolamine Ethyl hydroxyethyl cellulose CAS 9004-58-4 INS467... 

CAS 76-89-1 EINECS/ELINCS 200-991-1 Synonyms Benzeneacetic acid, a-hydroxy-a-phenyl-, methyl ester Benzilic acid methyl ester Ethyl hydroxydiphenylacetate Ethyl 2-hydroxy-2,2-diphenylacetate Ethyl a-hydroxydiphenylacetate Ethyl a-phenylmandelate Hydroxydiphenylacetic acid, methyl ester Methyl benzillate Methyl diphenylglycolate Methyl hydroxy (diphenyl) acetate Methyl-2-hydroxy-2,2-diphenyl acetate Empirical C15HI4O3... 

In 1949 Arnold and Searles [13] reported that allyl, crotyl and 1-methylallyl diphenylacetates, when treated with mesitylmagnesium bromide or sodium hydride, rearrange to the respective a-substituted diphenylacetic acids. Rearrangement of allyl a-ethyl phenyl acetate could also be effected with stronger base like MgBrNEtj, albeit in very low yields (Scheme 5.1.2). The method was further extended to the synthesis of 9-fluorenecarboxylic acid [14] (Scheme 5.1.3). 

A suspension of a-(l-ethyl-3-pyrrolidinyl)-a,a-diphenylacetic acid in dry chloroform treated with dry HGl-gas until soln. is complete, SOGlg added to the soln. of the resulting hydrochloride, and refluxed 2 hrs. 4-(2-chlorethyl)-3,3-diphenyl-l-ethyl-2-pyrrolidinone. Y 75%. F. e. s. G. D. Lunsford et ah, J. Med. Ghem. 7, 302 (1964). 

Ethoxy-1,2-dinitrobenzene, in D-00961 2-Ethoxy-2,2-diphenylacetic acid, in H-00166 2-[[2-(2-Ethoxyethoxy)ethyl](2-ethoxyethyl)... 

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