1-(3-(Benzyloxy)phenyl)-2-bromoethanone

Base Information

• Chemical Name: 1-(3-(Benzyloxy)phenyl)-2-bromoethanone
• CAS No.: 19381-40-9
• Molecular Formula: C15H13BrO2
• Molecular Weight: 305.171
• European Community (EC) Number: 243-009-7
• UNII: E62SXG28TU
• DSSTox Substance ID: DTXSID00172993
• Nikkaji Number: J242.791E
• Wikidata: Q83043089
• Mol file: 19381-40-9.mol

Synonyms:1-(3-(benzyloxy)phenyl)-2-bromoethanone;19381-40-9;2-bromo-1-(3-phenylmethoxyphenyl)ethanone;Ethanone, 2-bromo-1-[3-(phenylmethoxy)phenyl]-;2-BROMO-1-[3-(PHENYLMETHOXY)PHENYL]ETHAN-1-ONE;EINECS 243-009-7;2-Bromo-1-(3-(phenylmethoxy)phenyl)ethan-1-one;3-benzyloxyphenacyl bromide;1-(3-(benzyloxy)phenyl)-2-bromoethan-1-one;2-Bromo-1-[3-(phenylmethoxy)phenyl]ethanone;Ethanone, 2-bromo-1-(3-(phenylmethoxy)phenyl)-;E62SXG28TU;m-(Benzyloxy)phenacyl bromide;SCHEMBL1438839;2-Bromo-3'-benzyloxyacetophenone;C15-H13-Br-O2;DTXSID00172993;2-bromo-3'-(benzyloxy)acetophenone;MFCD06797452;AKOS015836063;2-Bromo-1-(3-benzyloxyphenyl)ethanone;Acetophenone, 3'-(benzyloxy)-2-bromo-;2-bromo-1-(3-benzyloxy-phenyl)-ethanone;BS-41690;CS-0320748;FT-0658556;W18926;A813668

Chemical Property of 1-(3-(Benzyloxy)phenyl)-2-bromoethanone

Chemical Property:

• Vapor Pressure: 1.83E-06mmHg at 25°C
• Refractive Index: 1.603
• Boiling Point: 395.5 °C at 760 mmHg
• Flash Point: 193 °C
• Density: 1.394 g/cm³
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 304.00989
• Heavy Atom Count: 18
• Complexity: 261

Purity/Quality:

98% ^*data from raw suppliers

1-(3-(Benzyloxy)phenyl)-2-bromoethanone 95+% ^*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=CC=CC(=C2)C(=O)CBr

Technology Process of 1-(3-(Benzyloxy)phenyl)-2-bromoethanone

There total 10 articles about 1-(3-(Benzyloxy)phenyl)-2-bromoethanone 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: 86.0%

1-[3-(phenylmethoxy)phenyl]ethan-1-one (34068-01-4) → 1-(3-(benzyloxy)phenyl)-2-bromoethanone (19381-40-9)

Guidance literature:

With phenyltrimethylammonium tribromide; In tetrahydrofuran; at 0 - 20 ℃; for 6h; Inert atmosphere;

Reference yield:

3-Hydroxyacetophenone (121-71-1) → 1-(3-(benzyloxy)phenyl)-2-bromoethanone (19381-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / dimethylformamide

2: phenyltrimethylammonium tribromide / tetrahydrofuran

With phenyltrimethylammonium tribromide; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.12.033

Reference yield:

benzyl bromide (100-39-0) → 1-(3-(benzyloxy)phenyl)-2-bromoethanone (19381-40-9)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetonitrile / 24 h / Ambient temperature

2: 1.) isopropenyl acetate, p-TsOH, 2.) pyridinium perbromide / 1.) reflux, 64 h, 2.) CH₂Cl₂, r.t., 12 min

With Isopropenyl acetate; pyridinium hydrobromide perbromide; potassium carbonate; toluene-4-sulfonic acid; In acetonitrile;

DOI:10.1021/jo00084a023

upstream raw materials:

1-[3-(phenylmethoxy)phenyl]ethan-1-one

3-Hydroxyacetophenone

benzyl bromide

benzyl chloride

Downstream raw materials:

(E,2R)-N-Benzyl-5-<2'-<3''-(benzyloxy)phenyl>-2'-oxoethylidene>proline tert-butyl ester

methanesulfonic acid 3-(2-{tert-butoxycarbonyl-[2-hydroxy-2-(3-hydroxy-phenyl)-ethyl]-amino}-propyl)-1H-indol-7-yl ester

benzenesulfonic acid 3-(2-{tert-butoxycarbonyl-[2-(7-methanesulfonyloxy-1H-indol-3-yl)-1-methyl-ethyl]-amino}-1-hydroxy-ethyl)-phenyl ester

(2R,5R)-5-<2'-(3''-Hydroxyphenyl)ethyl>proline tert-butyl ester

Refernces

• 1、 -. "UREA COMPOUNDS AND THEIR USE AS FAAH ENZYME INHIBITORS". Page/Page column 85. . Retrieved 2015/02/25.
• 2、 Slade, Joel,Bajwa, Joginder,Liu, Hui,Parker, David,Vivelo, James,Chen, Guang-Pei,Calienni, John,Villhauer, Edwin,Prasad, Kapa,Repic, Oljan,Blacklock, Thomas J.. "A concise synthesis of a novel insulin-like growth factor i receptor (IGF-IR) inhibitor". . p. 825 - 835. Retrieved 2012/12/30.