2-(Benzyloxy)-1-bromo-4-fluorobenzene

Base Information

• Chemical Name: 2-(Benzyloxy)-1-bromo-4-fluorobenzene
• CAS No.: 202857-88-3
• Molecular Formula: C13H10BrFO
• Molecular Weight: 281.124
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID50598220
• Nikkaji Number: J2.604.198H
• Wikidata: Q82493950
• Mol file: 202857-88-3.mol

Synonyms:2-(benzyloxy)-1-bromo-4-fluorobenzene;202857-88-3;2-Benzyloxy-1-bromo-4-fluorobenzene;1-bromo-4-fluoro-2-phenylmethoxybenzene;Benzene, 1-bromo-4-fluoro-2-(phenylmethoxy)-;2-benzyloxy-1-bromo-4-fluoro-benzene;SCHEMBL2577580;DTXSID50598220;ZLVBPRJVAJMBHD-UHFFFAOYSA-N;CS-M0660;2-bromo-5-fluorophenyl benzyl ether;1-bromo-2-benzyloxy-4-fluorobenzene;MFCD09033866;AKOS005216185;AM80983;CS-13249;DB-364148;A879736

Chemical Property of 2-(Benzyloxy)-1-bromo-4-fluorobenzene

Chemical Property:

• Boiling Point: 322.8±27.0 °C(Predicted)
• PSA: 9.23000
• Density: 1.445±0.06 g/cm3(Predicted)
• LogP: 4.16720
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 279.98991
• Heavy Atom Count: 16
• Complexity: 206

Purity/Quality:

98%min ^*data from raw suppliers

2-Benzyloxy-1-bromo-4-fluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=CC(=C2)F)Br
• Uses: 2-Benzyloxy-1-bromo-4-fluorobenzene is a reactant used in the synthesis of furan-2-ylmethylene thiazolidinedione derivatives as potent and selective inhibiotrs of phosphoinositide 3-kinase γ (PI3Kγ)

Technology Process of 2-(Benzyloxy)-1-bromo-4-fluorobenzene

There total 3 articles about 2-(Benzyloxy)-1-bromo-4-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: 98.0%

benzyl bromide (100-39-0) + 2-bromo-5-fluorophenol (147460-41-1) → 2-Benzyloxy-1-bromo-4-fluoro-benzene (202857-88-3)

Guidance literature:

With potassium carbonate; In acetone; at 20 - 80 ℃; for 2h; Heating / reflux;

Reference yield:

benzyl bromide (100-39-0) + 2-bromo-5-fluorophenol (147460-41-1) → 2-Benzyloxy-1-bromo-4-fluoro-benzene (202857-88-3) + 3-fluorophenyl phenylmethyl ether (72216-35-4)

Guidance literature:

With potassium carbonate; In acetone;

Reference yield:

2,4-difluorobromobenzene (348-57-2) + benzyl alcohol (100-51-6,185532-71-2) → 2-Benzyloxy-1-bromo-4-fluoro-benzene (202857-88-3) + 4-(benzyloxy)-1-bromo-2-fluorobenzene (185346-79-6)

Guidance literature:

benzyl alcohol; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.25h;

2,4-difluorobromobenzene; In tetrahydrofuran; at 20 ℃; for 17h; Further stages. Title compound not separated from byproducts.;

DOI:10.1016/j.tetlet.2008.05.091

upstream raw materials:

benzyl bromide

2-bromo-5-fluorophenol

2,4-difluorobromobenzene

benzyl alcohol

Downstream raw materials:

1-bromo-4-methoxy-2-(phenylmethoxy)benzene

[2-(2-benzyloxy-4-fluoro-phenyl)-6-methoxy-naphthalen-1-yl]-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-methanone

2-(benzyloxy)-4-fluorobenzaldehyde

5-(2-benzyloxy-4-fluorophenyl)furan-2-carbaldehyde

Refernces

• 1、 -. "NOVEL 1-SUBSTITUTED INDAZOLE DERIVATIVE". Paragraph 0276-0278. . Retrieved 2014/05/08.
• 2、 Dirr, Ronan,Anthaume, Cyril,Désaubry, Laurent. "Regioselectivity of fluorine substitution by alkoxides on unsymmetrical difluoroarenes". . p. 4588 - 4590. Retrieved 2008/09/21.