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4-Phenyl-3-butenoic acid

Treatment of /3,-y-unsaturated acids with iodine in sodium bicarbonate solution may give y-iodo-/3-lactones in good yield (equation 94), but if potassium iodide is added then /3-iodo-y-lactones are produced. One compound, 4-phenyl-3-butenoic acid, gave the y-lactone even when KI was not present, presumably due to the phenyl group favoring development of carbonium ion character at C-4 in the intermediate iodine complex. With... [Pg.394]

Dimethyl-4-phenylbutyric acid has been prepared by ( leinmensen reduction2 6 or by hydriodic acid, phosphorus reduction7 of 3-benzoyl-2,2-dimethylpropionic acid, and by catalytic reduction6 of 2,2-dimethyl-4-phenyl-3-butenoic acid. [Pg.61]

The highest diastereoselectivity of asymmetric methoxyselenenylation of alkenes was achieved using the ferrocenylselenium triflates in excellent chemical yields [5gj. For example, the stoichiometric reaction of the chiral ferrocenylselenium triflate 41, prepared from the chiral diferrocenyl diselenide 2, with traus- -methylstyrene afforded the corresponding methoxyselenenylated product in high chemical yield with excellent diastereoselectivity (up to 98 % de). Fukuzawa and co-workers employed the diferrocenyl diselenide 2 for the catalytic asymmetric oxidation of, y-unsaturated esters and traus- -methylstyrene to the corresponding optically active allylic methyl ethers with moderate enantio-selectivity (Scheme 24) [27]. The allylic ethers were produced from 4-phenyl-3-butenoic acid esters in 70-78% yield with 17-22% ee. [Pg.251]

C10H9NO6 dimethyl 5-nitroisophthalate 13290-96-5 25.00 1.4161 2 19126 C10H10O2 4-phenyl-3-butenoic acid 2243-53-0 27.69 1.0799 2... [Pg.250]

A cleavage of carbon-oxygen bonds caused by amalgam reduction is found, for example, in the reduction of dihydroxyacetoxime to isopropylamine [121] and 2-hydroxy-4-phenyl-3-butenoic acid to 4-phenyl-3-butenoic acid [122]. These reactions are analogous to those discussed in Chapter 23. [Pg.1157]

When 4-phenyl-3-butenoic acid is refluxed there is formed a product, CioHgO, which is soluble in aqueous NaOH but not in aqueous NaHC03, and which reacts with benzenediazonium chloride to yield a red-orange solid. What is the product, and by what series of steps is it probably formed ... [Pg.998]

On the other hand, 4-phenyl- and 2,2-dimethyl-4-phenyl-3-butenoic acid are very stable thermally, the reason being that in these cases the loss of conjugation that would result from decarboxylation would be energetically a very unfavorable process. [Pg.1016]

Trifonov, L.S., W.A. Ayer, P. Chakravarty, and Y. Hiratsuka Structure-activity relationships of some congeners of 4-phenyl-3-butenoic acid against decay and stain fungi. Eur. J. For. Path. 26, 273 (1996). [Pg.18]

Sarselli and Fossati [225] have studied the effect of the position of the phenyl group in phenylalkanoic acids on hypocholesterolemic activity with special emphasis on butyric, valeric and mevalonic acids containing the phenyl substituent. The outstanding compound in this series was 3-methyl-4-phenyl-3-butenoic acid amide (LXXIII) [225, 226] which was extensively studied in the rat [227-229]. It is noteworthy to add that LXXIII failed to reduce serum cholesterol levels in 15 patients [230]. [Pg.248]

Amino-3-phenyl-3-butenoic acid, A-60238 2-Amino-4-phenyl-3-butenoic acid, A-60239... [Pg.622]

Diketene (635) is converted into 3-phenyl-3-butenoic acid (636) by the reaction of phenylzinc, magnesium, and aluminum reagents via C—O bond clea-vage[495j. [Pg.217]

For carbon nucleophiles sequential addition of 2-potassio-2-nitropropane and oxygen to 4-arylidene-2-phenyl-5(47/)-oxazolones 623 has been reported (Scheme 7.200). The process involves a Michael reaction of the 2-nitropropane anion followed by reaction with molecular oxygen and elimination of nitrous acid to yield 2-aryl butenoic acid imides 626. [Pg.259]

Dichloro-phenyl)-carbamoyl] oxy -2-methyl-3-butenoic acid... [Pg.56]

L-Phenylalanine ammonia lyase (PAL EC 4.3.1.5), an enzyme found in a variety of plants, catalyzes both the deamination of L-phenylalanine to (L )-3-phenyl-2-butenoic acid and the reverse reaction33-36. [Pg.746]

C10H1002 cis-3-phenyl-2-butenoic acid 704-79-0 515.44 45,370 2 19210 C10H1004 methyl 5-acetylsalicylate 16475-90-4 531.75 46.943 2... [Pg.491]

The rate decrease, and higher activation energy, found for 4-phenyl 3-butene-l-ol (No. 7) relative to 3-butene-l-oI (No. 3), has been explained in terms of the loss of some of the ground state conjugation energy of the phenyl and double bond n-systems in the activation process. The same effect has been observed with the 4-phenyl substituted 3-butenoic acid . [Pg.447]

An alternative view has been expressed by Dittmer . The episulfone of dibenzoyl-stilbene is unusually stable. Pyrolysis at about 300 °C (25 torr) gave benzil (34, 31 %), diphenylacetylene (26, 31 %) and the lactone of 4-hydroxy-2,2,3,4-tetra-phenyl-3-butenoic acid (3, 7 %). [Pg.716]

Phenyl Crotonic Acid. Phenyl Vinyl Acetic Acid.—A phenyl derivative of crotonic acid is known, CeHs—CH2—CH = CH—COOH, beta-benzyl acrylic add. Also the structural isomer of crotonic acid, viz., vinyl acetic acid, CH2 = CH—CH2—COOH, yields a phenyl derivative, CeHs—CH=CH—CH2—COOH, phenyl vinyl acetic acid or I-phenyl Ai-butenoic-4 acid, which is important in connection with the constitution of naphthalene (p. 768). [Pg.700]

Actual dinocap Arathane 2-Butenoic acid, 2(or 4)-isooctyl-4,6(or 2,6)-dinitrophenyl ester 2-Butenoic acid 2-(1-methylheptyl)-4,5-dinitrophenyi ester Caprane Capryidinitrophenyl crotonate 2-Capryl-4,6-dinitro-phenyl crotonate Caratan Carathane Caswell No. 391D CR 1639 Crotonate de 2,4-dinitro 6-(1-methyl-heptyl)-phenyle Crotonic acid 2-(1-methylheptyl)-4,6-dinitro-phenyl ester Crotonic acid, 2(or 4)-(1-methylheptyl)-4,6(or 2,6)-dinitrophenyl ester Crotonic acid 2,4-dinitro-6-(2-octyl)phenyl ester Crotonic acid... [Pg.238]

Unsaturated acids can also be obtained in this way, by hypohalite oxidation of a,/ -unsaturated methyl ketones 3-methyl-2-butenoic acid has thus been obtained from mesityl oxide,136 and 5-phenyl-2,4-pentadienoic acid in 70% yield from cinnamylideneacetone 137... [Pg.1042]

Based on an aminoalkylurethane linker attached to the Wang resin 155, Zaragoza et al. developed a solid-phase synthesis of 1,2,3-triazoles. Thus, as shown in Scheme 4.1.30, Wang resin 84 was primarily treated with 4-nitrophenyl chloroformate 153 in the presence of pyridine to give 154 and then reacted with piperazine in DMF to produce 155. Subsequent reaction with a freshly prepared solution of 3-oxobutyric acid phenyl ester afforded resin-bound 3-oxobutyryl piperazine 156. In the presence of triethylorthoformate, the condensation of 156 with primary aliphatic amines readily produced the corresponding 3-amino-2-butenoic acid amides attached to the solid support (157). [Pg.289]

Less reactive allylic alcohols are carbonylated under harsh conditions. However, carbonylation of allylic alcohols proceeds smoothly in the presence of phenol as a nucleophile. Phenyl 4-phenyl-3-butenoate (374) was obtained in 80 % yield from cinnamyl alcohol under 5 atm of CO at 100 °C. The carbonylation may proceed by the formation of allyl phenyl ether, which is a reactive compound [145]. Allyl alcohol was carbonylated under high pressure of CO2 (50 atm) and CO (50 atm) in dioxane to provide 2-butenoic acid as the main product and 3-butenoic acid as the minor product at 110°C. Presumably monoallyl carbonate 375 is generated from... [Pg.479]


See other pages where 4-Phenyl-3-butenoic acid is mentioned: [Pg.2348]    [Pg.2348]    [Pg.232]    [Pg.5]    [Pg.2339]    [Pg.2348]    [Pg.176]    [Pg.227]    [Pg.21]    [Pg.2348]    [Pg.232]    [Pg.461]    [Pg.179]    [Pg.276]    [Pg.331]    [Pg.1542]    [Pg.531]    [Pg.523]    [Pg.176]    [Pg.5]    [Pg.939]   
See also in sourсe #XX -- [ Pg.998 ]

See also in sourсe #XX -- [ Pg.998 ]

See also in sourсe #XX -- [ Pg.5 ]




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