5-Cyclopropylfuran-2-carbaldehyde

Base Information

• Chemical Name: 5-Cyclopropylfuran-2-carbaldehyde
• CAS No.: 39763-81-0
• Molecular Formula: C₈H₈O₂
• Molecular Weight: 136.15
• DSSTox Substance ID: DTXSID501293358
• Mol file: 39763-81-0.mol

Synonyms:5-cyclopropylfuran-2-carbaldehyde;39763-81-0;2-Furancarboxaldehyde, 5-cyclopropyl-;2-cyclopropyl-5-formylfuran;5-cyclopropyl-2-furaldehyde;SCHEMBL18828499;DTXSID501293358;5-Cyclopropyl-2-furancarboxaldehyde;AKOS004118911;CS-0452202;EN300-303685;Z1198170925

Chemical Property of 5-Cyclopropylfuran-2-carbaldehyde

Chemical Property:

• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 136.052429494
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC1C2=CC=C(O2)C=O

Technology Process of 5-Cyclopropylfuran-2-carbaldehyde

There total 2 articles about 5-Cyclopropylfuran-2-carbaldehyde 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: 84.0%

5-bromo-2-furancarboxaldehyde (1899-24-7) + cyclopropylboronic acid (411235-57-9) → 5-cyclopropyl-furan-2-carbaldehyde (39763-81-0)

Guidance literature:

With potassium carbonate; bis(η3-allyl-μ-chloropalladium(II)); cis,cis,cis-1,2,3,4-tetrakis (diphenylphosphinomethyl)cyclopentane; In xylene; at 130 ℃; for 20h;

DOI:10.1080/00397910500330833

Reference yield: 78.0%

5-chloro-2-furaldehyde (21508-19-0) + potassium cyclopropyltrifluoroborate (1065010-87-8) → 5-cyclopropyl-furan-2-carbaldehyde (39763-81-0)

Guidance literature:

With caesium carbonate; palladium diacetate; In water; toluene; at 100 ℃; for 24h;

DOI:10.1021/jo801269m

Reference yield: 100.0%

5-cyclopropyl-furan-2-carbaldehyde (39763-81-0) → (5-cyclopropylfuran-2-yl)methanol (1935403-22-7)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; at 0 - 20 ℃; for 18h;

DOI:10.1021/acs.orglett.1c01164

upstream raw materials:

5-bromo-2-furancarboxaldehyde

cyclopropylboronic acid

5-chloro-2-furaldehyde

potassium cyclopropyltrifluoroborate

Downstream raw materials:

(5-cyclopropylfuran-2-yl)methanol

Refernces

• 1、 -. "HETEROCYCLE-SUBSTITUTED TETRACYCLIC COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES". Page/Page column 41. . Retrieved 2018/03/09.
• 2、 Lemhadri, Mhamed,Doucet, Henri,Santelli, Maurice. "Suzuki coupling of cyclopropylboronic acid with aryl halides catalyzed by a palladium-tetraphosphine complex". . p. 121 - 128. Retrieved 2007/10/03.