226555-35-7

Basic information

• Product Name: 3-Fluoro-1,2-diethoxybenzene
• Synonyms: 3-Fluoro-1,2-diethoxybenzene;1,2-Diethoxy-3-fluorobenzene
• CAS NO: 226555-35-7
• Molecular Formula: C₁₀H₁₃FO₂
• Molecular Weight: 184.2074232
• EINECS: -0
• Mol File: 226555-35-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Fluoro-1,2-diethoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluoro-1,2-diethoxybenzene(226555-35-7)
• EPA Substance Registry System: 3-Fluoro-1,2-diethoxybenzene(226555-35-7)

Safety Data

• Hazardous Substances Data: 226555-35-7(Hazardous Substances Data)

Usage

General Description

3-Fluoro-1,2-diethoxybenzene is a chemical compound with the molecular formula C10H14O2F. It is a colorless liquid that is commonly used as an intermediate in the production of pharmaceuticals and agrochemicals. This chemical is often utilized in various organic synthesis reactions due to its reactivity and functional group compatibility. Additionally, 3-Fluoro-1,2-diethoxybenzene is known for its low toxicity and high stability, making it a preferred choice for many industrial applications. However, it should be handled with care and proper safety measures due to its potentially hazardous nature. Overall, 3-Fluoro-1,2-diethoxybenzene is a versatile and important chemical in the field of organic synthesis and industrial manufacturing.

Upstream product

• 363-52-0 3-fluorocatechol 
• 75-03-6 ethyl iodide 
• 74-96-4 ethyl bromide 
• 909302-85-8 2-ethoxy-3-fluorophenol 
• 367-12-4 2-fluorophenol 
• 64-67-5 diethyl sulfate 
• 57264-49-0 1-(allyloxy)-2-fluorobenzene 
• 1065470-19-0 6-fluoro-2-propenylethylphenylether 
• 29650-44-0 2-fluorophenyl acetate 
• 699-92-3 1-(3-fluoro-2-hydroxyphenyl)-ethanone 

Downstream Products

• 474554-34-2 1,2-Dibromo-4, 5-diethoxy-3-fluorobenzene 
• 876384-17-7 2-(3,4-diethoxy-2-fluorobenzyl)isoindol-1,3-dione 

Relevant articles and documents

Fries rearrangement: Scalable synthesis of key fluoro building blocks 3-fluoro-4-methoxybenzoyl chloride and 1,2-diethoxy-3-fluorobenzene

Lewis acid catalyzed Fries rearrangement of 2-fluorophenyl acetate (3) was performed on kg scale. The ortho 5 and para 4 isomers obtained were separated in an industrially feasible way. Compound 4 was then converted into fluorinated building block 3-fluoro-4-methoxybenzoyl chloride (1) while compound 5 was converted into 1,2-diethoxy-3-fluorobenzene (2) in high yields.

PROCESS FOR PRODUCING 1,2-DIALKOXY-3-FLUOROBENZENE

The present invention relates to a process for producing a 2-fluoro-6-halophenol as an intermediate; a process for producing a 2-alkoxy-3-fluorophenol and further a 1,2-dialkoxy-3-fluorobenzene from the 2-fluoro-6-halophenol; a second process for producing a 1,2-dialkoxy-3-fluorobenzene from the 2-fluoro-6-halophenol; and a 2-alkoxy-3-fluorophenol. The 2-fluoro-6-halophenol can be obtained using a 2-fluorophenol as a starting material and through a sulfonation reaction, a halogenation reaction, and a deprotection reaction. The 2-fluoro-6-halophenol is alkyl-etherified, and subsequently the halogen atom is converted into a hydroxyl group to obtain the 2-alkoxy-3-fluorophenol, which is further alkyl-etherified to thereby obtain the 1,2-dialkoxy-3-fluorobenzene. Alternatively, a 1,2-dialkoxy-3-fluorobenzene is also obtained by converting the halogen atom of the 2-fluoro-6-halophenol into a hydroxyl group to thereby form 3-fluorocatechol and subsequently alkyl-etherifying two hydroxyl groups thereof. The processes of the invention realize low production costs and high process yields, and thus are suitable for industrial production of a 1,2-dialkoxy-3-fluorobenzene.

2-IMINOPYRROLIDINE DERIVATES

A 2-iminopyrrolidine derivative represented by the formula: {wherein ring B represents a benzene ring, pyridine ring, etc.; R101 - R103 represent hydrogen, halogen, C1-6 alkyl, etc.; R5 represents hydrogen, C1-6 alkyl, C1-6 alkoxy-C1-6 alkyl, etc.; R6 represents hydrogen, C1-6 alkyl, C1-6 alkyloxycarbonyl, etc.; Y1 represents a single bond, -CH2-, etc.; Y2 represents a single bond, -CO-, etc.; and Ar represents hydrogen, a group represented by the formula: [wherein R10-R14 represent hydrogen, C1-6 alkyl, hydroxyl, C1-6 alkoxy, etc.; and R11 and R12 or R12 and R13 may bond together to form a 5- to 8-membered heterocyclic ring], etc.}, or a salt thereof.