Methyl 2-fluoro-6-methoxybenzoate

Base Information

• Chemical Name: Methyl 2-fluoro-6-methoxybenzoate
• CAS No.: 178747-79-0
• Molecular Formula: C9H9 F O3
• Molecular Weight: 184.167
• Hs Code.: 2918990090
• European Community (EC) Number: 642-689-6
• DSSTox Substance ID: DTXSID60381382
• Wikidata: Q82172179
• Mol file: 178747-79-0.mol

Synonyms:methyl 2-fluoro-6-methoxybenzoate;178747-79-0;2-fluoro-6-methoxybenzoic acid methyl ester;Benzoic acid, 2-fluoro-6-methoxy-, methyl ester;MFCD03788537;SCHEMBL3116291;DTXSID60381382;WOKPPDUGASITJX-UHFFFAOYSA-N;AKOS005257851;CS-W017008;FS-2353;FT-0729036;A856781

Chemical Property of Methyl 2-fluoro-6-methoxybenzoate

Chemical Property:

• Vapor Pressure: 0.0364mmHg at 25°C
• Refractive Index: 1.486
• Boiling Point: 241.2°C at 760 mmHg
• Flash Point: 96.9°C
• PSA: 35.53000
• Density: 1.184g/cm³
• LogP: 1.62090
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 184.05357231
• Heavy Atom Count: 13
• Complexity: 184

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl2-Fluoro-6-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=CC=C1)F)C(=O)OC
• Uses: Methyl 2-Fluoro-6-methoxybenzoate is used in the synthetic preparation of thiazinotrienomycin E which is an ansamycin macrolactam antibiotic. Useful intermediates for the synthesis of thiazolones and 2,4,5-trisubstituted thiazoles.

Technology Process of Methyl 2-fluoro-6-methoxybenzoate

There total 6 articles about Methyl 2-fluoro-6-methoxybenzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

6-fluorosalicylic acid (67531-86-6) + methyl iodide (74-88-4) → methyl 2-fluoro-6-methoxybenzoate (178747-79-0)

Guidance literature:

With potassium carbonate; In N-methyl-acetamide;

Reference yield: 97.0%

methanol (67-56-1) + 2-fluoro-6-methoxybenzoic acid (137654-21-8) → methyl 2-fluoro-6-methoxybenzoate (178747-79-0)

Guidance literature:

With sulfuric acid; for 24h; Heating;

DOI:10.1021/jo991958j

Reference yield: 54.0%

2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester (1146214-77-8) → methyl 2-fluoro-6-methoxybenzoate (178747-79-0)

Guidance literature:

2-methoxy-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid methyl ester; With potassium hydrogenfluoride; In methanol; water; at 20 ℃; for 3h;

With potassium fluoride; copper(II) bis(trifluoromethanesulfonate); In acetonitrile; at 60 ℃; for 10h;

DOI:10.1021/jacs.6b11867

upstream raw materials:

methanol

2-fluoro-6-methoxybenzoic acid

6-fluorosalicylic acid

methyl iodide

Downstream raw materials:

4-fluorobenzofuran-3(2H)-one

4-fluoro-2,3-dihydrobenzofuran-3-amine

2-(2-Fluoro-6-methoxyphenyl)-2-propanol

8-(1-benzenesulfonyl-4-{6-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxan-4-yl}-pent-3-enyl)-6-[(tert-butyl-dimethyl-silanyl)-amino]-7-(tert-butyl-dimethyl-silanyloxy)-4H-benzo[1,4]thiazin-3-one

Refernces

• 1、 -. "7-SUBSTITUTED PURINE DERIVATIVES FOR IMMUNOSUPPRESSION". Page/Page column 80-81. . Retrieved 2008/12/05.
• 2、 Smith III, Amos B.,Wan, Zehong. "Total synthesis of (+)-thiazinotrienomycin E". . p. 1491 - 1494. Retrieved 2008/02/09.