Hydro cinnamic acid

The intramolecular ketone synthesis from the chloride of hydro-cinnamic acid ... 

A somewhat different route is used to prepare an analogue that bears additional oxygen. The sequence, in this case, starts by base-catalyzed formylation of the hydro-cinnamic acid derivative (40-1) with ethyl formate. Condensation of the product (40-2) with guanidine in this case leads to a pyrimidone (40-3), with the cyclization involving an ester-amide interchange between guanidine and the ester. Reaction of... 

Azidohydrocinnamic Acid. See under Hydro-cinnamic Acid and Beil 8, (205-6)... 

Hydro cinnamic Acid -> fi-Phenyl-propionyl Cliloride. 

Phenyl acetic acid. Hydro cinnamic acid. Cinnamic acid or Phenyl acrylic acid Phenyl propiolic acid. Phenyl vinyl acetic acid. 

Bishomologation of the benzaldehyde (by reduction to the alcohol, conversion to the chloride and then malonic ester CH2(COOC2H5)2 synthesis to hydro-cinnamic acid. 

Hydrocinnamic acid, 3,5-di-t-butyl-4-hydroxy-, methyl ester. Benzenepropanoic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-, methyl ester EINECS 228-985-4 Hydro-cinnamic acid, 3,5-di-t-butyl-4-hydroxy-, methyl ester Methyl 3-(3,5-di-t-butyl-4-hydroxyphenyljpropionate,... 

Acids that arc aliphatic in nature, e g,. butyric acid, cinnamic acid, hydro-cinnamic acid, steane acid, etc, may be converted into the corresponding acyl chlorides by means of PCIIn these instances, the acid chloride is relatively insolulolc in the by-product obtained and so maj usually be separated mechanically. Write the equation for the reaction. 

Phenyl-propyl alcohol, CgH. CHj. CH.2. CHj. OH, is the next highest homologue of phenyl-ethyl alcohol, and is also known as hydro-cinnamyl alcohol. Like the last described bodies it has been known for many years, its first preparation being described in the Aivnalen (188, 202). It occurs as a cinnamic acid ester in storax, and as an acetic ester in cassia oil. It is prepared synthetically by the reduction of cinnamyl alcohol with sodium amalgam and water, or by the reduction of cinnamic or benzyl acetic esters with sodium and absolute alcohol. It has the following characters —... 

Here the relationship is that of loss or addition of water, the name hydr-acrylic meaning hydrated acrylic, whereas the relationship between ciimamic acid and hydrociimamic is loss or addition of hydrogen, the name hydro-cinnamic meaning hydrogenated cinnamic. The same relationship is expressed in the case of propionic acid if we name it hydro-acrylic acid. 

Figure 6.23 Docking of 4-hydro)y-3-metho3y-cinnamic acid on a modified octyl-bonded phase. White, light-gray, gray, and blaek balls represent hydrogen, earbon, silicon, and ojygen, respectively. The atom size is 20% of the original size for the phase for clear demonstration.

Table I. Gas-Solid Halogenation and Hydro-halogenation of trans-Cinnamic Acid in the Cavity of Cyclodextrin Complexes or without...

Table III shows the results of hydro-bromination and hydrochlorination of the ethyl trans-cinnamate inclusion complexes. No hydrochlorination was observed at various temperatures after long exposure of hydrogen chloride gas similar to the reaction of trans-cinnamic acid [14]. Addition of hydrogen bromide to the ester gave an optically active and regioselective product, ethyl R-(+)-3-bromo-3-phenyl-propanoate in 46 % e.e. from the a-cyclodextrin, or ethyl S-(-)-3-bromo-3-phenylpropanoate in 31 % e.e. from the 3-cyclodextrin inclusion complex.

Disulfides are good soft acceptors. They are reduced to thiols by hydro-selenide ion (90). The utilization of dimethyl disulfide as an indirect oxidant during conversion of aldehyde to acid derivatives via the dithiane synthesis has been reported (91). The alkylation of the lithiodithiane derived from cinnam-aldehyde occurs exclusively at the heterocyclic carbon. This may be indicative of symbiotic stabilization of the transition state and the product. 

Figure 1.15 Schematic of the main pathways and key enzymes involved in the biosynthesis of hydro-lysable tannins, salicylic acid, hydroxycinnamates and 5-caffeoylquinic acid. Enzyme abbreviations PAL, phenylalanine ammonia-lyase BA2H, benzoic acid 2-hydroxylase C4H, cinnamate 4-hydroxylase COMT-1, caffeic/5-hydroxyfemlic acid O-methyltransferase 4CL, p-coumarate CoA ligase F5H, ferulate 5-hydroxylase CT, galloyltransferase ACoAC, acelylCoA carboxylase.

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