Cyclopropanecarboxaldehyde, 2-(4-fluorophenyl)-, (1R,2R)-rel- (9CI)

Base Information

• Chemical Name: Cyclopropanecarboxaldehyde, 2-(4-fluorophenyl)-, (1R,2R)-rel- (9CI)
• CAS No.: 372183-93-2
• Molecular Formula: C₁₀H₉FO
• Molecular Weight: 164.179
• Hs Code.: 2913000090
• Mol file: 372183-93-2.mol

Synonyms:Cyclopropanecarboxaldehyde, 2-(4-fluorophenyl)-, (1R,2R)-rel- (9CI)

Chemical Property of Cyclopropanecarboxaldehyde, 2-(4-fluorophenyl)-, (1R,2R)-rel- (9CI)

Chemical Property:

• PSA: 17.07000
• LogP: 2.12810

Purity/Quality:

99%+ ^*data from raw suppliers

2-(4-Fluorophenyl)cyclopropanecarbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclopropanecarboxaldehyde, 2-(4-fluorophenyl)-, (1R,2R)-rel- (9CI)

There total 15 articles about Cyclopropanecarboxaldehyde, 2-(4-fluorophenyl)-, (1R,2R)-rel- (9CI) 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: 89.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + trans-2-(4-fluorophenyl)bromocyclopropane → trans-2-(4-fluorophenyl)cyclopropane-1-carbaldehyde (372183-93-2)

Guidance literature:

trans-2-(4-fluorophenyl)bromocyclopropane; With TurboGrignard; In tetrahydrofuran; 1,4-dioxane; at 25 ℃; for 8h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; at 0 - 25 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1055/s-0028-1087487

Reference yield:

(trans-2-(4-fluorophenyl)cyclopropyl)methanol → trans-2-(4-fluorophenyl)cyclopropane-1-carbaldehyde (372183-93-2)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.joc.8b00332

Reference yield:

trans-2-(4-fluorophenyl)cyclopropane carboxylic acid ethyl ester (70461-58-4,70461-60-8) → trans-2-(4-fluorophenyl)cyclopropane-1-carbaldehyde (372183-93-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / diethyl ether / 6 h / Inert atmosphere; Reflux

2: pyridinium chlorochromate / dichloromethane / 3 h / 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; pyridinium chlorochromate; In diethyl ether; dichloromethane;

DOI:10.1021/acs.joc.8b00332

upstream raw materials:

N,N-dimethyl-formamide

trans-2-(4-fluorophenyl)cyclopropane carboxylic acid ethyl ester

ethyl 4-fluorocinnamate

4-fluorobenzaldehyde