methyl 5-fluoro-2-formylbenzoate

Base Information

• Chemical Name: methyl 5-fluoro-2-formylbenzoate
• CAS No.: 1194374-71-4
• Molecular Formula: C₉H₇FO₃
• Molecular Weight: 182.151
• Hs Code.: 2916399090
• Mol file: 1194374-71-4.mol

Synonyms:methyl 5-fluoro-2-formylbenzoate

Chemical Property of methyl 5-fluoro-2-formylbenzoate

Chemical Property:

• Boiling Point: 294.8±30.0 °C(Predicted)
• Density: 1.271±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Methyl5-Fluoro-2-formylbenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 5-fluoro-2-formylbenzoate

There total 4 articles about methyl 5-fluoro-2-formylbenzoate 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: 60.0%

5-fluoro-2-formylbenzoic acid (920481-01-2) + dimethyl sulfate (77-78-1) → methyl 5-fluoro-2-formylbenzoate (1194374-71-4)

Guidance literature:

5-fluoro-2-formylbenzoic acid; dimethyl sulfate; With potassium carbonate; In acetone; at 20 ℃; for 2h; Inert atmosphere;

In acetone; for 1h; Reflux;

DOI:10.1021/ol5031603

Reference yield:

6-fluoroisobenzofuran-1(3H)-one (23932-84-5) → methyl 5-fluoro-2-formylbenzoate (1194374-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / benzene / 20 - 85 °C / Inert atmosphere

1.2: 1 h / 100 °C

2.1: potassium carbonate / acetone / 2 h / 20 °C / Inert atmosphere

2.2: 1 h / Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); potassium carbonate; In acetone; benzene;

DOI:10.1021/ol5031603

Reference yield:

5-fluoro-2-formylbenzoic acid (920481-01-2) + methyl iodide (74-88-4) → methyl 5-fluoro-2-formylbenzoate (1194374-71-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 4h; Inert atmosphere;

DOI:10.1002/chem.202100672

upstream raw materials:

5-fluoro-2-formylbenzoic acid

dimethyl sulfate

6-fluoroisobenzofuran-1(3H)-one

2-Bromo-5-fluorobenzoic acid

Refernces

• 1、 Meng, Jiao-Long,Jiao, Tang-Qian,Chen, Ya-Heng,Fu, Rui,Zhang, Shu-Sheng,Zhao, Qian,Feng, Chen-Guo,Lin, Guo-Qiang. "Synthesis of chiral isoindolinones via asymmetric propargylation/lactamization cascade". supporting information. p. 1564 - 1567. Retrieved 2018/03/23.
• 2、 Zhang, Haoyi,Zhang, Shilei,Liu, Lu,Luo, Guangshun,Duan, Wenhu,Wang, Wei. "Synthesis of chiral 3-substituted phthalides by a sequential organocatalytic enantioselective aldol-lactonization reaction. Three-step synthesis of (S)-(-)-3-butylphthalide". supporting information; experimental part. p. 368 - 374. Retrieved 2010/03/30.