2-allyl-5-fluorobenzaldehyde

Base Information

• Chemical Name: 2-allyl-5-fluorobenzaldehyde
• CAS No.: 893620-41-2
• Molecular Formula: C₁₀H₉FO
• Molecular Weight: 164.179
• Mol file: 893620-41-2.mol

Synonyms:2-allyl-5-fluorobenzaldehyde

Chemical Property of 2-allyl-5-fluorobenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-allyl-5-fluorobenzaldehyde

There total 4 articles about 2-allyl-5-fluorobenzaldehyde 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:

1-bromo-2-(dimethoxymethyl)-4-fluorobenzene (933585-18-3) + allyl bromide (106-95-6) → 2-allyl-5-fluorobenzaldehyde (893620-41-2)

Guidance literature:

1-bromo-2-(dimethoxymethyl)-4-fluorobenzene; With magnesium; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

allyl bromide; In tetrahydrofuran; at 0 ℃; Inert atmosphere; Reflux;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; Inert atmosphere;

DOI:10.1002/anie.201206186

Reference yield:

2-(2-bromo-5-fluorophenyl)-1,3-dioxolane (773094-69-2) + allyl bromide (106-95-6) → 2-allyl-5-fluorobenzaldehyde (893620-41-2)

Guidance literature:

2-(2-bromo-5-fluorophenyl)-1,3-dioxolane; With iodine; magnesium; In tetrahydrofuran; for 2.5h; Inert atmosphere; Schlenk technique; Reflux;

allyl bromide; In tetrahydrofuran; at 20 ℃; for 5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/ol502373u

Reference yield:

2-bromo-5-fluorobenzaldehyde (94569-84-3) → 2-allyl-5-fluorobenzaldehyde (893620-41-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: montmorillonite clay k-10 / 0.33 h / 20 °C / Inert atmosphere

1.2: 3 h / Inert atmosphere

2.1: magnesium / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux

2.2: 0 °C / Inert atmosphere; Reflux

2.3: 0 °C / Inert atmosphere

With magnesium; In tetrahydrofuran;

DOI:10.1002/anie.201206186

upstream raw materials:

1-bromo-2-(dimethoxymethyl)-4-fluorobenzene

allyl bromide

2-bromo-5-fluorobenzaldehyde

2-(2-bromo-5-fluorophenyl)-1,3-dioxolane

Downstream raw materials:

6-fluoro-2-methylindanone

Refernces

• 1、 Lu, Danyang,Wan, Yimei,Kong, Lichun,Zhu, Gangguo. "Visible-Light-Induced Tandem Radical Addition-Cyclization of Alkenyl Aldehydes Leading to Indanones and Related Compounds". supporting information. p. 2929 - 2932. Retrieved 2017/06/07.
• 2、 Hoshimoto, Yoichi,Hayashi, Yukari,Suzuki, Haruka,Ohashi, Masato,Ogoshi, Sensuke. "Synthesis of five- and six-membered benzocyclic ketones through intramolecular alkene hydroacylation catalyzed by Nickel(0)/N-Heterocyclic Carbenes". supporting information. p. 10812 - 10815. Retrieved 2013/01/15.