4-Chloro-1-(2-methoxyphenyl)-1-oxobutane

Base Information

• Chemical Name: 4-Chloro-1-(2-methoxyphenyl)-1-oxobutane
• CAS No.: 40877-17-6
• Molecular Formula: C11H13ClO2
• Molecular Weight: 212.67300
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID70456611
• Wikidata: Q82279168
• Mol file: 40877-17-6.mol

Synonyms:4-CHLORO-1-(2-METHOXYPHENYL)-1-OXOBUTANE;40877-17-6;4-chloro-1-(2-methoxyphenyl)butan-1-one;MFCD07700085;SCHEMBL7460882;DTXSID70456611;AKOS015150700

Chemical Property of 4-Chloro-1-(2-methoxyphenyl)-1-oxobutane

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 324.888oC at 760 mmHg
• Flash Point: 134.961oC
• PSA: 26.30000
• Density: 1.123g/cm3
• LogP: 2.89690
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 212.0604073
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

97% ^*data from raw suppliers

4-Chloro-1-(2-methoxyphenyl)-1-oxobutane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C(=O)CCCCl

Technology Process of 4-Chloro-1-(2-methoxyphenyl)-1-oxobutane

There total 4 articles about 4-Chloro-1-(2-methoxyphenyl)-1-oxobutane 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: 44.0%

1.3-chlorobromopropane (109-70-6) + 2-(2-methyloxyphenyl)-2-(trimethylsilyloxy)acetonitrile (82128-71-0) → 4-chloro-1-(2-methoxyphenyl)-1-butanone (40877-17-6)

Guidance literature:

2-(2-methyloxyphenyl)-2-(trimethylsilyloxy)acetonitrile; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -70 ℃; for 0.5h;

1.3-chlorobromopropane; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

With hydrogenchloride; In methanol; at 20 ℃; Further stages.;

DOI:10.1021/jm020994z

Reference yield:

2-bromoanisole (578-57-4) + N-Methyl-N-methoxy-4-chlorobutanamide (64214-66-0) → 4-chloro-1-(2-methoxyphenyl)-1-butanone (40877-17-6)

Guidance literature:

With ammonium chloride; iodine; In tetrahydrofuran; hexane; water; ethyl acetate;

Reference yield:

ortho-anisaldehyde (135-02-4) → 4-chloro-1-(2-methoxyphenyl)-1-butanone (40877-17-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ZnI₂

2.1: diisopropylamine; n-butyl lithium / hexane; tetrahydrofuran / 0.5 h / -70 °C

2.2: tetrahydrofuran; hexane / 2 h / 20 °C

2.3: 44 percent / aq. HCl / methanol / 20 °C

With n-butyllithium; diisopropylamine; zinc(II) iodide; In tetrahydrofuran; hexane;

DOI:10.1021/jm020994z

upstream raw materials:

1.3-chlorobromopropane

2-(2-methyloxyphenyl)-2-(trimethylsilyloxy)acetonitrile

ortho-anisaldehyde

2-bromoanisole

Downstream raw materials:

4-chloro-1-(2-hydroxyphenyl)-1-butanone

C₁₉H₁₇NO₄

C₁₁H₁₃N₃O₂

C₂₉H₃₃N₃O₃S

Refernces

• 1、 Perrone, Roberto,Berardi, Francesco,Colabufo, Nicola A.,Lacivita, Enza,Leopoldo, Marcello,Tortorella, Vincenzo. "Synthesis and structure-affinity relationships of 1-[ω-(4-aryl-1-piperazinyl)alkyl]-1-aryl ketones as 5-HT7 receptor ligands". . p. 646 - 649. Retrieved 2007/10/03.