111080-50-3

Basic information

• Product Name: 2-Ethyl-2,3-dihydrobenzofuran-2-carboxylic acid
• Synonyms: 2-Ethyl-2,3-dihydrobenzofuran-2-carboxylic acid
• CAS NO: 111080-50-3
• Molecular Formula: C11H12O3
• Molecular Weight: 192.21118
• Mol File: 111080-50-3.mol

Chemical Properties

• Melting Point: 99-101 °C
• Boiling Point: 340.188 °C at 760 mmHg
• Flash Point: 135.107 °C
• Appearance: /
• Density: 1.218 g/cm³
• PKA: 3.22±0.20(Predicted)
• CAS DataBase Reference: 2-Ethyl-2,3-dihydrobenzofuran-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Ethyl-2,3-dihydrobenzofuran-2-carboxylic acid(111080-50-3)
• EPA Substance Registry System: 2-Ethyl-2,3-dihydrobenzofuran-2-carboxylic acid(111080-50-3)

Safety Data

• Hazardous Substances Data: 111080-50-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-Ethyl-2,3-dihydrobenzofuran-2-carboxylic acid is used as a pharmaceutical intermediate for its potential anti-inflammatory and anti-tumor properties. Its unique molecular structure allows it to be a valuable building block in the creation of pharmaceuticals and other biologically active molecules.
Used in Organic Synthesis:
EDBC is used as a key component in the synthesis of various organic compounds, leveraging its chemical reactivity and solubility in organic solvents to facilitate the production of complex molecules.
Used in Research and Development:
2-Ethyl-2,3-dihydrobenzofuran-2-carboxylic acid is utilized in research settings to explore its potential applications and effects further. Ongoing studies aim to understand its full capabilities and optimize its use in various fields, including medicine and chemistry.
While the specific applications of EDBC in different industries are not explicitly detailed in the provided materials, its potential uses in the pharmaceutical industry, organic synthesis, and research and development are inferred from its described properties and potential. Further research is necessary to fully realize its applications and effects.

Upstream product

• 86602-60-0 Ethyl 2-(2-formylphenoxy)butanoate 
• 90-02-8 salicylaldehyde 
• 253585-15-8 2-benzyloxymethyl-1-(2-fluoro-phenyl)-butan-2-ol 
• 253585-17-0 2-benzyloxymethyl-2-ethyl-2,3-dihydro-benzofuran 
• 253426-18-5 2-(2-fluoro-benzyl)-2-hydroxy-butyric acid ethyl ester 
• 253426-20-9 2-ethyl-3-(2-fluoro-phenyl)-oxirane-2-carboxylic acid ethyl ester 
• 56812-58-9 ortho-fluorobenzylmagnesium bromide 
• 446-52-6 2-Fluorobenzaldehyde 
• 446-53-7 2-fluorophenylmagnesium bromide 
• 253426-19-6 2-(2-fluoro-benzyl)-2-hydroxy-butyric acid 
• 254893-51-1 (2-ethyl-2,3-dihydro-benzofuran-2-yl)-methanol 
• 74-96-4 ethyl bromide 
• 1914-60-9 2,3-dihydro-1-benzofuran-2-carboxylic acid 

Downstream Products

• 89197-32-0 efaroxan 

Relevant articles and documents

Method for preparing an optically pure benzofuran carboxylic acid and use thereof for preparing efaroxan

A method for preparing an optically pure 2-ethyl-2,3-dihydrobenzofurancarboxylic acid of formula II wherein R is a hydrogen atom, halogen, lower alkyl, lower alkoxy or hydroxy is described. STR1 The method comprises separating the racemic mixture by selective crystallization with the suitable optically pure enantiomer of 2-phenylglycinol, in a suitable solvent, whereafter the optically pure, crystallized acid of formula II is isolated and recovered. The invention also provides the optically pure 2-ethyl-2,3-dihydro-benzofurancarboxylic acid derivative thus obtained and the use thereof for the preparation of an optically pure derivative of efaroxan.

A new approach to the synthesis of efaroxan

Efaroxan was synthetised by cyclisation of the tertiary alcohol 2 which was prepared by the ring opening of the gem-disubstituted epoxide 3 with ortho-metallated fluorobenzene.

A new efficient synthesis of efaroxan

The key step of the synthesis of efaroxan was the dihydrobenzofuran ring formation involving an intramolecular cyclization of the tertiary alcohol intermediate with the fluoroaromatic moiety in basic medium. This carbinol was prepared according to two rou

α-Adrenoreceptor Reagents. 2. Effects of Modification of the 1,4-Benzodioxan Ring System on α-Adrenoreceptor Activity

Modification of the 1,4-benzodioxan ring present in RX 781094 (1) has not previously been considered.This paper describes a number of analogues of this ring system, including compounds in which one of the oxygen atoms has been replaced by a methylene group and also those in which the ring size has been changed to give, for example, furan and thiophene derivatives.The dihydroxybenzofuranylimidazoline compound 7 is the only analogue possesing presynaptic antagonist potency and selectivity comparable to that of 1.In view of this result, a number of derivatives was prepared to determine the structure-activity relationships within this series.Many derivatives, as well as the parent compound 7, were found to possess presynaptic α2-adrenoreceptor antagonist and postsynaptic α1-adrenoreceptor partial agonist properties.Two of the selective presynaptic antagonists,13 and 14, possess greater potency and selectivity than that possessed by 1.The 5-chloro derivative 25 is twice as potent as 1 after oral administration but only about half as potent when given intravenously.