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

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

Uses

Used in Pharmaceutical Industry:
3-Fluoro-1,2-diethoxybenzene is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and reactivity allow for the development of new drugs with improved efficacy and safety profiles.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Fluoro-1,2-diethoxybenzene serves as an essential building block for the creation of novel agrochemicals. Its incorporation into these products can enhance their effectiveness in pest control and crop protection.
Used in Organic Synthesis:
3-Fluoro-1,2-diethoxybenzene is utilized as a versatile reactant in organic synthesis, enabling the production of a wide range of chemical compounds. Its compatibility with various functional groups facilitates the synthesis of complex molecules for diverse applications.
Used in Industrial Manufacturing:
Due to its low toxicity and high stability, 3-Fluoro-1,2-diethoxybenzene is a preferred choice in industrial manufacturing processes. It is employed in the production of various chemical products, contributing to the efficiency and safety of these operations.

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

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

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.

IMPROVED PROCESS FOR THE PREPARATION OF HALO-DIALKOXYBENZENES

The invention describes an improved method for producing halo-dialkoxybenzenes of formula (I) such as 1-fluoro-2, 3-dialkoxybenzene as well as 2-fluoro-1, 4-dialkoxybenzene, Formula (I) by reacting commercial 2-fluorophenol is reacted with an allyl halide

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.

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.