3-Isopropylbenzofuran

Base Information

• Chemical Name: 3-Isopropylbenzofuran
• CAS No.: 33118-70-6
• Molecular Formula: C11H12 O
• Molecular Weight: 160.216
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID50458991
• Nikkaji Number: J2.072.398J
• Wikidata: Q82282577
• Mol file: 33118-70-6.mol

Synonyms:3-isopropylbenzofuran;33118-70-6;3-isopropyl-benzofuran;3-Isopropyl-1-benzo[b]furan;SCHEMBL904863;DTXSID50458991;OCIGHXVYRYKMIK-UHFFFAOYSA-N;AKOS006373248

Chemical Property of 3-Isopropylbenzofuran

Chemical Property:

• PSA: 13.14000
• LogP: 3.55620
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 160.088815002
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=COC2=CC=CC=C21

Technology Process of 3-Isopropylbenzofuran

There total 3 articles about 3-Isopropylbenzofuran 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: 21.0%

2-methyl-1-propenylbromide (3017-69-4) + 4-iodoanisol (529-28-2) → 3-(1-Methylethyl)benzofuran (33118-70-6) + 10-Methoxy-4-(2-methoxy-phenyl)-6H-benzo[c]chromene (141957-81-5) + 2,3-Dihydro-3-(1-methylethylidene)benzofuran + 3-(1-Methylethyl)-7-(2-methylpropen-1-yl)benzofuran

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 72h; Further byproducts given;

DOI:10.1021/jo00075a044

Reference yield: 13.0%

2-methyl-1-propenylbromide (3017-69-4) + 4-iodoanisol (529-28-2) → 3-(1-Methylethyl)benzofuran (33118-70-6) + 10-Methoxy-4-(2-methoxy-phenyl)-6H-benzo[c]chromene (141957-81-5) + 3-(1-Methylethyl)-7-(2-methylpropen-1-yl)benzofuran + 7-(2-Methoxyphenyl)-3-(1-methylethyl)benzofuran

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 72h; Further byproducts given;

DOI:10.1021/jo00075a044

Reference yield:

3-bromobenzofuran (59214-70-9) + 2-propylzinc bromide lithium chloride → 3-(1-Methylethyl)benzofuran (33118-70-6) + 3-propylbenzofuran (36724-25-1)

Guidance literature:

With dichloro(1,3-bis(2,6-bis(3-pentyl)phenyl)imidazolin-2-ylidene)(3-chloropyridyl)palladium(II); In tetrahydrofuran; toluene; at 0 - 23 ℃; for 1.08333h; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201503941

upstream raw materials:

2-methyl-1-propenylbromide

4-iodoanisol

3-bromobenzofuran

Downstream raw materials:

3-acetylbenzo[b]furan

Refernces

• 1、 Dyker, Gerald. "Palladium-Catalyzed C-H Activation at Methoxy Groups for Cross-Coupling Reactions: A New Approach to Substituted Benzofurans". . p. 6426 - 6428. Retrieved 2007/10/02.