1-(5-Bromo-2-fluoro-4-methoxyphenyl)ethanone

Base Information

• Chemical Name: 1-(5-Bromo-2-fluoro-4-methoxyphenyl)ethanone
• CAS No.: 914221-54-8
• Molecular Formula: C9H8BrFO2
• Molecular Weight: 247.064
• Mol file: 914221-54-8.mol

Synonyms:4-Acetyl-2-bromo-5-fluoro-anisole

Chemical Property of 1-(5-Bromo-2-fluoro-4-methoxyphenyl)ethanone

Chemical Property:

• Vapor Pressure: 0.00121mmHg at 25°C
• Boiling Point: 299.2°C at 760 mmHg
• Flash Point: 134.8°C
• PSA: 26.30000
• Density: 1.494g/cm³
• LogP: 2.79940
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

1-(5-Bromo-2-fluoro-4-methoxy-phenyl)-ethanone ＞97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(5-Bromo-2-fluoro-4-methoxyphenyl)ethanone

There total 7 articles about 1-(5-Bromo-2-fluoro-4-methoxyphenyl)ethanone 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: 100.0%

1-bromo-4-fluoro-2-methoxybenzene (450-88-4) + acetyl chloride (75-36-5) → 1-(5-bromo-2-fluoro-4-methoxyphenyl)ethan-1-one (914221-54-8)

Guidance literature:

With aluminum (III) chloride; In 1,2-dichloro-ethane; at -10 - 5 ℃; for 1h;

Reference yield: 78.0%

3-bromo-4-methoxyacetophenone (35310-75-9) → 1-(5-bromo-2-fluoro-4-methoxyphenyl)ethan-1-one (914221-54-8)

Guidance literature:

With palladium diacetate; silver nitrate; N-fluorobis(benzenesulfon)imide; methyl carbamate; In dichloromethane; at 95 ℃; for 24h; Sealed tube;

DOI:10.1039/d1cc01047f

Reference yield:

2,4-difluorobromobenzene (348-57-2) → 1-(5-bromo-2-fluoro-4-methoxyphenyl)ethan-1-one (914221-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 4 h / 65 °C

2.1: aluminum (III) chloride / 1,2-dichloro-ethane / 1.17 h / 0 - 10 °C / Inert atmosphere; Large scale reaction

2.2: 0 - 20 °C / Large scale reaction

With aluminum (III) chloride; In tetrahydrofuran; 1,2-dichloro-ethane; 2.1: Friedel-Crafts acylation;

DOI:10.1021/jo1018574

upstream raw materials:

2,4-difluorobromobenzene

1-bromo-4-fluoro-2-methoxybenzene

acetyl chloride

2,4-Difluoronitrobenzene

Downstream raw materials:

1-bromo-4-fluoro-2-methoxy-5-(propan-2-yl)-benzene

(4'-fluoro-5'-isopropyl-2'-methoxy-4-(trifluoromethyl)-[1,1'-biphenyl]-2-yl)methanol

2-(5-bromo-2-fluoro-4-methoxyphenyl)propan-2-ol

4-fluoro-2-methoxy-5-(2-propenyl)phenylboronic acid

Refernces

• 1、 -. "Preparation method of Anacetrapib key intermediate". Paragraph 0041; 0042. . Retrieved 2017/04/25.
• 2、 -. "Synthesis of intermediates for preparing anacetrapib and derivates thereof". . . Retrieved 2012/07/03.