Vinyl Ether Carboxylic Acid

Vinyl allylic aryl benzylic n h h o h o oh nh2 o sh ch3 o oh h2 n oh oh o h o oh2 above 50 7 2 to 3 2 to 3 4 5 9 10 10 10 16 18 18 20 25.

Vinyl ether carboxylic acid.

Most of blocked carboxylic acids obtained were liquid. 1 2 4 trimellitic acid is rigid white crystal with high melting point and cannot be solved by organic solvent. Ammonium ion pka. The facile general acid catalyzed conversion of 2 ethoxy 1 cyclopentene 1 carboxylic acid to cyclopentanone.

The reaction of vinyl ethers with carboxylic acids using iodine as a catalyst under solvent free conditions was investigated. Polycarboxylic acids were esterified with alkyl vinyl ethers to obtain blocked carboxylic acids having the hemiacetal esters moieties. Tan 2 yl acetic acid 12 were prepared from the corre sponding ketones as previously reported 1 5. It undergoes transesterification with a variety of carboxylic acids.

In the present study vinyl ether alcohols and functional carboxylic acids were used to synthesize bifunctional vinyl ether esters using the immobilized enzyme candida antarctica lipase b as a catalyst. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed expired fee related application number us07 507 349 inventor walter r. Acetic acid adds in the presence of palladium catalysts to give ethylidene diacetate ch 3 ch oac 2. Carboxylic acids without the need for derivatives or scavengers would be preferred for the synthesis of vinyl ether functional esters.

Table 1 shows the properties of polycarboxylic acids before and after blocking. Carboxylic acid pka 4 5 4. 2 3 esteri cation of 3 hydroxy acids with vinyl ether the typical procedure is as follow s entry 11 in table 5. 22 23 esterification of bis mpa with 2 chloroethyl vinyl ether followed by cyclization using ethyl chloroformate yielded cyclic carbonate monomer.

The reaction of saturated carboxylic acids with vinyl ethers gave the corresponding esters. Acid vinyl ether poly carboxylic acid prior art date 1990 04 10 legal status the legal status is an assumption and is not a legal conclusion. Protonated alcohol or ether pka 2 to 3 h2 35 3. A vinyl ether functionalized cyclic carbonate monomer 5 methyl 5 2 vinyloxy ethyl oxycarbonyl 1 3 dioxan 2 one mvec 2 was synthesized by a well established two step procedure from bis mpa.

The alkene also undergoes diels alder and 2 2 cycloadditions. Vinyl acetate undergoes transesterification giving access to vinyl ethers. Mechanistic studies revealed the production of the adduct of the vinyl ether with.