3-(4'-Fluorobenzoyl)indole

Base Information

• Chemical Name: 3-(4'-Fluorobenzoyl)indole
• CAS No.: 152807-26-6
• Molecular Formula: C15H10FNO
• Molecular Weight: 239.249
• Hs Code.: 2933990090
• European Community (EC) Number: 675-853-0
• DSSTox Substance ID: DTXSID00441459
• Wikidata: Q72479241
• Mol file: 152807-26-6.mol

Synonyms:3-(4'-Fluorobenzoyl)indole;152807-26-6;(4-fluorophenyl)-(1H-indol-3-yl)methanone;3-(4/'-Fluorobenzoyl)indole;(4-fluoro-phenyl)-(1h-indol-3-yl)-methanone;(4-fluorophenyl)(1h-indol-3-yl)methanone;SCHEMBL9545117;DTXSID00441459;MFCD03839843;AKOS009348134;3-(4-FLUOROBENZOYL)-1H-INDOLE;3-[(4-fluorophenyl)carbonyl]-1h-indole;FT-0654238;Q-101956

Chemical Property of 3-(4'-Fluorobenzoyl)indole

Chemical Property:

• Refractive Index: 1.663
• Boiling Point: 428.655 °C at 760 mmHg
• PKA: 15.15±0.30(Predicted)
• Flash Point: 213.043 °C
• PSA: 32.86000
• Density: 1.299 g/cm³
• LogP: 3.53800
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 239.074642105
• Heavy Atom Count: 18
• Complexity: 312

Purity/Quality:

98%min ^*data from raw suppliers

3-(4''-Fluorobenzoyl)indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)C(=O)C3=CC=C(C=C3)F

Technology Process of 3-(4'-Fluorobenzoyl)indole

There total 3 articles about 3-(4'-Fluorobenzoyl)indole 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: 85.0%

indole (120-72-9) + 4-fluorobenzonitrile (1194-02-1,143234-87-1) → (4-fluorophenyl)(1H-indol-3-yl)methanone (152807-26-6)

Guidance literature:

With [2,2]bipyridinyl; (1S)-10-camphorsulfonic acid; water; palladium diacetate; at 120 ℃; for 36h;

DOI:10.1021/ol303440y

Reference yield: 65.0%

indole (120-72-9) + 4-fluorobenzoyl chloride (403-43-0) → (4-fluorophenyl)(1H-indol-3-yl)methanone (152807-26-6)

Guidance literature:

indole; With diethylaluminium chloride; In hexane; dichloromethane; at 0 ℃; for 0.5h;

4-fluorobenzoyl chloride; In hexane; dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.3987/COM-18-13888

Reference yield: 56.0%

indole (120-72-9) + ethyl 2-(4-fluorophenyl)acetate (587-88-2) → (4-fluorophenyl)(1H-indol-3-yl)methanone (152807-26-6)

Guidance literature:

With potassium tert-butylate; copper diacetate; dimethyl sulfoxide; at 110 ℃; for 24h; regioselective reaction;

DOI:10.1039/c9ob02550b

upstream raw materials:

indole

4-fluorobenzoyl chloride

4-fluorobenzonitrile

ethyl 2-(4-fluorophenyl)acetate

Downstream raw materials:

3-(4-fluorobenzoyl)-1-phenylsulfonyl-1H-indole

(1-ethyl-1H-indol-3-yl)-(4-fluoro-phenyl)-methanone

Refernces

• 1、 Araki, Koji,Makino, Kosho,Tabata, Hidetsugu,Nakayama, Hiroshi,Zaitsu, Kei,Oshitari, Tetsuta,Natsugari, Hideaki,Takahashi, Hideyo. "Synthesis of 3-aroylindoles as intermediates of cannabimimetics and elucidation of their physicochemical properties". . p. 910 - 920. Retrieved 2018/06/07.
• 2、 Jiang, Tao-Shan,Wang, Guan-Wu. "Synthesis of 3-acylindoles by palladium-catalyzed acylation of free (N-H) indoles with nitriles". supporting information. p. 788 - 791. Retrieved 2013/03/29.