methyl 9H-fluorene-2-carboxylate

Base Information

• Chemical Name: methyl 9H-fluorene-2-carboxylate
• CAS No.: 2523-36-6
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.259
• Mol file: 2523-36-6.mol

Synonyms:Fluorene-2-carboxylicacid, methyl ester (7CI,8CI); Methyl 2-fluorenecarboxylate; NSC 407586

Chemical Property of methyl 9H-fluorene-2-carboxylate

Chemical Property:

• Vapor Pressure: 5.39E-06mmHg at 25°C
• Boiling Point: 380.6°C at 760 mmHg
• Flash Point: 183.4°C
• Density: 1.204g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl 9H-fluorene-2-carboxylate

There total 15 articles about methyl 9H-fluorene-2-carboxylate 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: 99.0%

C15H13ClO2 → methyl 9H-fluorene-2-carboxylate (2523-36-6)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; caesium carbonate; Trimethylacetic acid; In tetrahydrofuran; at 25 ℃; for 18h; Glovebox; Schlenk technique; Inert atmosphere;

DOI:10.1055/s-0039-1690812

Reference yield: 99.0%

methyl 2'-bromo-[1,1'-biphenyl]-4-carboxylate (89900-97-0) + diazomethyl-trimethyl-silane (18107-18-1) → methyl 9H-fluorene-2-carboxylate (2523-36-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium acetate; potassium carbonate; In 1,4-dioxane; at 100 ℃; for 24h; Inert atmosphere;

DOI:10.1021/acscatal.6b03562

Reference yield: 77.0%

methyl 2’-iodo-[1,1’-biphenyl]-4-carboxylate + 1,1-dibromomethane (74-95-3) → methyl 9H-fluorene-2-carboxylate (2523-36-6)

Guidance literature:

With potassium acetate; palladium diacetate; potassium hydrogencarbonate; isopropyl alcohol; In N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; at 75 ℃; for 10h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b01300

upstream raw materials:

methyl 9-(ethylthio)fluorene-2-carboxylate

methanol

methyl 9,9-bis(ethylthio)fluorene-2-carboxylate

1,1-dibromomethane

Refernces

• 1、 Fujihara, Tetsuaki,Tanji, Yutaka,Tsuji, Yasushi. "Palladium-catalyzed synthesis of fluorenes by intramolecular c(sp 2)-h activation at room temperature". . p. 805 - 808. Retrieved 2020/05/19.
• 2、 Xu, Shuai,Chen, Ri,Fu, Zihao,Zhou, Qi,Zhang, Yan,Wang, Jianbo. "Palladium-Catalyzed Formal [4 + 1] Annulation via Metal Carbene Migratory Insertion and C(sp2)-H Bond Functionalization". . p. 1993 - 1997. Retrieved 2017/08/14.