1-(2,4-Bis(benzyloxy)-5-chlorophenyl)ethanone

Base Information

• Chemical Name: 1-(2,4-Bis(benzyloxy)-5-chlorophenyl)ethanone
• CAS No.: 705963-54-8
• Molecular Formula: C22H19ClO3
• Molecular Weight: 366.844
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID00591786
• Wikidata: Q82485652
• Mol file: 705963-54-8.mol

Synonyms:1-(2,4-Bis(benzyloxy)-5-chlorophenyl)ethanone;705963-54-8;1-[5-chloro-2,4-bis(phenylmethoxy)phenyl]ethanone;1-[2,4-bis(benzyloxy)-5-chlorophenyl]ethanone;SCHEMBL384030;DTXSID00591786;KEUCDMZJTGJAQX-UHFFFAOYSA-N;DA-31541;1-(2,4-bis-benzyloxy-5-chloro-phenyl)-ethanone;1-[2,4-Bis(benzyloxy)-5-chlorophenyl]ethan-1-one;Ethanone, 1-[5-chloro-2,4-bis(phenylmethoxy)phenyl]-

Chemical Property of 1-(2,4-Bis(benzyloxy)-5-chlorophenyl)ethanone

Chemical Property:

• PSA: 35.53000
• LogP: 5.70060
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 366.1022722
• Heavy Atom Count: 26
• Complexity: 429

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

1-(2,4-Bis(benzyloxy)-5-chlorophenyl)ethanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=C(C=C1OCC2=CC=CC=C2)OCC3=CC=CC=C3)Cl

Technology Process of 1-(2,4-Bis(benzyloxy)-5-chlorophenyl)ethanone

There total 3 articles about 1-(2,4-Bis(benzyloxy)-5-chlorophenyl)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-(5-chloro-2,4-dihydroxyphenyl)ethan-1-one (90110-32-0) + benzyl chloride (100-44-7) → 1-[2,4-bis(benzyloxy)-5-chlorophenyl]ethan-1-one (705963-54-8)

Guidance literature:

With potassium carbonate; In acetonitrile; for 48h; Heating / reflux;

Reference yield: 99.0%

1-(5-chloro-2,4-dihydroxyphenyl)ethan-1-one (90110-32-0) + benzyl bromide (100-39-0) → 1-[2,4-bis(benzyloxy)-5-chlorophenyl]ethan-1-one (705963-54-8)

Guidance literature:

cyclohexanone; With (1R,2R)-2-(dibutylamino)cyclohexanaminium trifluoromethanesulfonate; In water; for 0.0166667h;

4-bromo-benzaldehyde; In water; at 20 ℃; for 96h; optical yield given as %ee; enantioselective reaction;

DOI:10.1039/b916583e

Reference yield:

4-Chlororesorcinol (95-88-5) → 1-[2,4-bis(benzyloxy)-5-chlorophenyl]ethan-1-one (705963-54-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 58 percent / BF₃*OEt₂ / 3.5 h / 90 °C

2: 90 percent / K₂CO₃ / acetonitrile / 6 h / Heating

With boron trifluoride diethyl etherate; potassium carbonate; In acetonitrile; 1: Friedel-Crafts acylation;

DOI:10.1016/j.bmcl.2006.01.099

upstream raw materials:

1-(5-chloro-2,4-dihydroxyphenyl)ethan-1-one

benzyl bromide

4-Chlororesorcinol

benzyl chloride

Downstream raw materials:

2,4-bis(benzyloxy)-5-chlorobenzoic acid

Ethyl 4-(2,4-bis(benzyloxy)-5-chlorophenyl)-2,4-dioxo-butanoate

4-[3-(5-chloro-2,4-dihydroxy-phenyl)-1H-pyrazol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester

2,4-bis(benzyloxy)-5-chlorobenzoyl chloride