16817-32-6

Usage

Chemical Properties

Off-white powder

InChI:InChI=1/C11H10O3/c1-6-3-4-9-8(5-6)7(2)10(14-9)11(12)13/h3-5H,1-2H3,(H,12,13)/p-1

Upstream product

• 16817-31-5 ethyl 3,5-dimethyl-1-benzofuran-2-carboxylate 
• 58335-85-6 (2-acetyl-4-methylphenoxy)acetic acid ethyl ester 
• 106-44-5 p-cresol 
• 1121-70-6 sodium 4-methylphenoxide 
• 14002-89-2 4,6-dimethyl-chromen-2-one 
• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 88521-62-4 (2-acetyl-4-methylphenoxy)acetic acid 
• 105916-74-3 3-bromo-4,6-dimethyl-coumarin 
• 155815-64-8 3-chloro-4,6-dimethyl-coumarin 

Downstream Products

• 1275991-29-1 4-(5-(3,5-dimethylbenzofuran-2-carboxamido)pyridin-2-yl)-N-(2-fluorophenyl)piperazine-1-carboxamide 
• 16817-34-8 3,5-dimethyl-1-benzofuran-2-carbaldehyde 
• 16817-33-7 3,5-dimethylbenzofuran-2-carbonyl chloride 

Relevant academic research and scientific papers

Benzofuran Derivatives. Part 4. Synthesis of Benzofurans and 2,3,4,5-Tetrahydro-1-benzoxepin-3,5-diones

By treatment of ethyl 4- or 5-substituted 2-acetylphenoxyacetates 1 with potassium hydroxide in dry dioxane, benzofurans 2-7 and 2,3,4,5-tetrahydro-1-benzoxepin-3,5-diones 8 were obtained.The relative yields of benzofurans 2-7 and 2,3,4,5-tetrahydro-1-benzoxepin-3,5-diones 8 varied with the types of 4- or 5-substituents.The electron-donating 4-methoxyl group favored the formation of benzoxepins.On the other hand, electron-withdrawing substituents such as the 4-nitro group favored the formation of benzofurans.When esters 1 were treated with sodium amide,2,3-dihydrobenzofurans 2 were obtained exclusively regardless of 4- or 5-substituents.

BENZOFURAN DERIVATIVES. I. ON THE EFFECTS OF SUBSTITUENTS IN BENZOFURAN SYNTHESES.

The Roessing's reaction of 4-substituted 2-acylphenoxyacetic acids give a mixture of benzofurans and 2-benzofurancarboxylic acids. The relative yields of benzofurans and 2-benzofurancarboxylic acids depend on the substituents on the benzene ring of the 2-acylphenoxyacetic acids. Electron-withdrawing substituents such as nitro groups favor the formation of 2-benzofurancarboxylic acids. On the other hand, the formation of benzofurans is favored by the steric hindrance of 2-acyl groups in the reaction of 2-acyl-4-nitrophenoxyacetic acids with anhydrous sodium acetate and acetic anhydride.