2-Bromoacetyl-7-ethylbenzofuran

Base Information

• Chemical Name: 2-Bromoacetyl-7-ethylbenzofuran
• CAS No.: 593266-85-4
• Molecular Formula: C12H11BrO2
• Molecular Weight: 267.11900
• DSSTox Substance ID: DTXSID90458819
• Wikidata: Q82282353
• Mol file: 593266-85-4.mol

Synonyms:2-BROMOACETYL-7-ETHYLBENZOFURAN;593266-85-4;2-BROMO-1-(7-ETHYL-1-BENZOFURAN-2-YL)ETHANONE;2-bromoacetyl-7-ethylbenzo[b]furan;DTXSID90458819;AKOS025295507;FT-0663628

Chemical Property of 2-Bromoacetyl-7-ethylbenzofuran

Chemical Property:

• PSA: 30.21000
• LogP: 3.57280
• Solubility.: Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 265.99424
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

97% ^*data from raw suppliers

2-Bromoacetyl-7-ethylbenzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC1=CC=CC2=C1OC(=C2)C(=O)CBr

Technology Process of 2-Bromoacetyl-7-ethylbenzofuran

There total 3 articles about 2-Bromoacetyl-7-ethylbenzofuran 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%

1-(7-ethylbenzofuran-2-yl)ethanone (59664-03-8) → 2-bromo-1-(7-ethyl-benzofuran-2-yl)ethanone (593266-85-4)

Guidance literature:

With acetic acid; pyridinium hydrobromide perbromide; at 35 - 50 ℃; for 2h;

DOI:10.1016/j.tetasy.2014.08.002

Reference yield:

o-Hydroxyethylbenzene (90-00-6) → 2-bromo-1-(7-ethyl-benzofuran-2-yl)ethanone (593266-85-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / MgCl₂; Et₃N / acetonitrile / 5 h / Heating

2: 78 percent / K₂CO₃ / acetonitrile / 5 h / Heating

3: 69 percent / pyridinium tribromide; acetic acid / 4 h / 50 - 55 °C

With potassium carbonate; acetic acid; pyridinium hydrobromide perbromide; triethylamine; magnesium chloride; In acetonitrile;

DOI:10.1016/S0957-4166(03)00276-3

Reference yield:

2-hydroxy-3-ethylbenzaldehyde (73289-91-5) → 2-bromo-1-(7-ethyl-benzofuran-2-yl)ethanone (593266-85-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / K₂CO₃ / acetonitrile / 5 h / Heating

2: 69 percent / pyridinium tribromide; acetic acid / 4 h / 50 - 55 °C

With potassium carbonate; acetic acid; pyridinium hydrobromide perbromide; In acetonitrile;

DOI:10.1016/S0957-4166(03)00276-3

upstream raw materials:

1-(7-ethylbenzofuran-2-yl)ethanone

o-Hydroxyethylbenzene

2-hydroxy-3-ethylbenzaldehyde

Downstream raw materials:

(+)-Bufuralol

(-)-Bufuralol

(S)-2-tosyloxy-1-(7-ethylbenzofuran-2-yl)ethanol

Refernces

• 1、 Zaidlewicz, Marek,Tafelska-Kaczmarek, Agnieszka,Prewysz-Kwinto, Andrzej,Chechlowska, Aldona. "Asymmetric synthesis of (S)-bufuralol and a propafenone analogue". . p. 1659 - 1664. Retrieved 2007/10/03.