100612-85-9

Basic information

• Product Name: ethyl 2-(2-propanoylphenoxy)acetate
• Synonyms: ethyl 2-(2-propanoylphenoxy)acetate
• CAS NO: 100612-85-9
• Molecular Weight: 236.268
• Mol File: 100612-85-9.mol

Chemical Properties

• CAS DataBase Reference: ethyl 2-(2-propanoylphenoxy)acetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-(2-propanoylphenoxy)acetate(100612-85-9)
• EPA Substance Registry System: ethyl 2-(2-propanoylphenoxy)acetate(100612-85-9)

Safety Data

• Hazardous Substances Data: 100612-85-9(Hazardous Substances Data)

Upstream product

• 610-99-1 1-(2-Hydroxy-phenyl)-propan-1-on 
• 105-36-2 ethyl bromoacetate 

Downstream Products

• 203307-84-0 ethyl 3-ethylbenzofuran-2-carboxylate 
• 19728-14-4 2-(2-propanoylphenoxy)acetic acid 
• 36724-24-0 3-ethylbenzo[b]furan 
• 15817-85-3 1-(3-ethyl-2-benzofuranyl)-ethanon 

Relevant articles and documents

COMPOUNDS, COMPOSITIONS, AND METHODS FOR MODULATING CFTR

The present disclosure is directed to disclosed compounds that modulate, e.g., address underlying defects in cellular processing of CFTR activity.

Preparation of 2-, 3-, 4- and 7-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b] furans and their BLT1 and/or BLT2 inhibitory activities

Several 2-alkylcarbamoyl-1-alkylvinylbenzo[b]furans were designed to find a selective leukotriene B4 (LTB4) receptor antagonist. 2-(2-Alkylcarbamoyl-1-alkylvinyl)benzo[b]furans having a substituent group at the 3-position, 4-(2-alkylcarbamoyl-1-methylvinyl)benzo[b]furans having a substituent group at the 3-position, and 7-(2-alkylcarbamoyl-1-methylvinyl) benzo[b]furans and 3-(2-alkylcarbamoyl-1-alkylvinyl)benzo[b]furans were prepared and evaluated for LTB4 receptor (BLT1 and BLT 2) inhibitory activities. (E)-3-Amino-4-[2-[2-(3,4-dimethoxyphenyl) ethylcarbamoyl]-1-methylvinyl]benzo[b]furan ((E)-17c) showed potent and selective inhibitory activity for BLT2. On the other hand, (E)-7-(2-diethylcarbamoyl-1-methylvinyl)benzo[b]furan ((E)-27a) showed potent inhibitory activity for both BLT1 and BLT2. This journal is The Royal Society of Chemistry.

Photocyclization Reactions. Part 7 [1]. Solvent and Substituent Effects in the Synthesis of Dihydrobenzofuranols Using Photocyclization of α-(2-Acylphenoxy)toluenes and Ethyl 2-Acylphenoxyacetates

Photocyclization reactions were carried out on α-(2-acylphenoxy)toluenes 1a-e and 2-acylphenoxyacetates 2a-e in three solvents of different polarity (benzene, acetonitrile and methanol) to examine solvent and substituent effects on the cyclization of 1,5-biradical intermediates to dihydrobenzofuranols. Irradiation of 1a-e in benzene gave cis-dihydrobenzofuranols cis-4b-e selectively in 14-84% yields along with rearranged products, 2-acylbenzophenones 5b-d (23-39% yields). Photocyclization of 1a-e in acetonitrile or methanol gave a mixture of cis- and trans-dihydrobenzofuranols 4a-e in 28-81% yields and small amount of 2-acylbenzophenones 5b-c in 6-12% yields. In polar acetonitrile or methanol, the cis and trans stereoselectivity of dihydrobenzofuranols decreased. The decrease in stereoselectivity was attributed to intermolecular hydrogen bonding between the hydroxyl group of 1,5-biradicals and solvents. On the other hand, irradiation of esters 2a-e in benzene afforded cis-dihydrobenzofuranols cis-13a-e selectively in 48-74% yields. Similarly, photocyclization of 2a-e in acetonitrile or methanol produced dihydrobenzofuranols 13a-e in a fair to good yields. In the photocyclization of 2b-d, not only in nonpolar benzene but also in polar acetonitrile or methanol, increasing the size of alkyl group from methyl (R = Me) to ethyl or isopropyl group (R = Et or i-Pr) gave cu-dibydrobenzofuranols cis-13b-d predominantly. Conformational, solvent and substituent effects on the cyclization of 1,5-biradicals and reaction pathways are discussed.