1-(4-bromophenoxymethyl)-2-fluorobenzene

Base Information

• Chemical Name: 1-(4-bromophenoxymethyl)-2-fluorobenzene
• CAS No.: 934240-59-2
• Molecular Formula: C13H10BrFO
• Molecular Weight: 281.124
• Mol file: 934240-59-2.mol

Synonyms:1-(4-bromophenoxymethyl)-2-fluorobenzene;UKRORGSYN-BB BBV-094525

Chemical Property of 1-(4-bromophenoxymethyl)-2-fluorobenzene

Chemical Property:

• Boiling Point: 341.0±22.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.445±0.06 g/cm3(Predicted)
• LogP: 4.16720
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

1-[(4-Bromophenoxy)methyl]-2-fluorobenzene >97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(4-bromophenoxymethyl)-2-fluorobenzene

There total 2 articles about 1-(4-bromophenoxymethyl)-2-fluorobenzene 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: 90.7%

o-fluorobenzyl bromide (446-48-0) + 4-bromo-phenol (106-41-2) → 1-[(4-bromophenoxy)methyl]-2-fluorobenzene (934240-59-2)

Guidance literature:

With potassium carbonate; In acetone; at 35 - 60 ℃; for 8h; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.0c00382

Reference yield:

4-bromo-phenol (106-41-2) + benzyl bromide (100-39-0) → 1-[(4-bromophenoxy)methyl]-2-fluorobenzene (934240-59-2)

Guidance literature:

With potassium carbonate; In acetone; for 2h; Product distribution / selectivity; Heating / reflux;

Reference yield: 53.0%

1-[(4-bromophenoxy)methyl]-2-fluorobenzene (934240-59-2) + (S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one (108963-96-8) → methyl (S)-2-((tert-butoxycarbonyl)amino)-5-(4-((2-fluorobenzyl)oxy)phenyl)-5-oxopentanoate (934240-60-5)

Guidance literature:

1-[(4-bromophenoxy)methyl]-2-fluorobenzene; With iodine; magnesium; ethylene dibromide; In tetrahydrofuran; for 5h; Inert atmosphere; Reflux; Large scale;

(S)-1-tert-butoxycarbonyl-5-methoxycarbonyl-pyrrolidin-2-one; In tetrahydrofuran; at -60 - -50 ℃; for 7h; chemoselective reaction; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.0c00382

upstream raw materials:

o-fluorobenzyl bromide

4-bromo-phenol

benzyl bromide

Downstream raw materials:

methyl (S)-2-((tert-butoxycarbonyl)amino)-5-(4-((2-fluorobenzyl)oxy)phenyl)-5-oxopentanoate

2-methyl 1-(phenylmethyl) (2S,5R)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1,2-pyrrolidinedicarboxylate

2-methyl 1-(phenylmethyl) (2R,5R)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-2-(hydroxymethyl)-1,2-pyrrolidinedicarboxylate

(5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-(4-{[(2-fluorophenyl)methyl]oxy}phenyl)-1-{[(phenylmethyl)oxy]carbonyl}-L-proline

Refernces

• 1、 Giblin, Gerard,Heseltine, Adrian,Kiesman, William,Macpherson, David,Ramsden, James,Vadali, Ravi,Williams, Michael,Witty, David. "Synthesis of Vixotrigine, a Use-Dependent Sodium Channel Blocker. Part 1: Development of Bulk Supply Routes to Enable Proof of Concept". . p. 2802 - 2813. Retrieved 2020/12/22.
• 2、 -. "PROLINAMIDE DERIVATIVES AS MODULATORS OF VOLTAGE-GATED SODIUM CHANNELS". Page/Page column 33-34. . Retrieved 2008/12/04.