(E)-2-Acetoxy-2’-bromo-5’-chlorostilbene

Base Information

• Chemical Name: (E)-2-Acetoxy-2’-bromo-5’-chlorostilbene
• CAS No.: 1000890-01-6
• Molecular Formula: C16H12BrClO2
• Molecular Weight: 351.627
• Mol file: 1000890-01-6.mol

Synonyms:[2-[(E)-2-(2-Bromo-5-chloro-phenyl)vinyl]phenyl] acetate;

Chemical Property of (E)-2-Acetoxy-2’-bromo-5’-chlorostilbene

Chemical Property:

• Boiling Point: 440.519 °C at 760 mmHg
• Flash Point: 220.218 °C
• PSA: 26.30000
• Density: 1.475 g/cm³
• LogP: 5.19820
• Solubility.: Chloroform, Dichloromethane

Purity/Quality:

99%Min. ^*data from raw suppliers

(E)-2-Acetoxy-2’-bromo-5’-chlorostilbene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the preparation of Asenapine.

Technology Process of (E)-2-Acetoxy-2’-bromo-5’-chlorostilbene

There total 2 articles about (E)-2-Acetoxy-2’-bromo-5’-chlorostilbene 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: 90.0%

2-bromo-5-chlorobenzyl bromide (66192-24-3) + acetic anhydride (108-24-7) + salicylaldehyde (90-02-8) → trans-2-acetoxy-2'-bromo-5'-chloro-stilbene (1000890-01-6)

Guidance literature:

2-bromo-5-chlorobenzyl bromide; With triethyl phosphite; at 115 ℃; for 2h;

salicylaldehyde; With potassium tert-butylate; In tetrahydrofuran; at -10 ℃; for 2h;

acetic anhydride; In tetrahydrofuran; at -10 ℃; for 0.25h;

Reference yield:

diethyl (2-bromo-5-chlorophenyl)methylphosphonate (1021173-21-6) + acetic anhydride (108-24-7) → trans-2-acetoxy-2'-bromo-5'-chloro-stilbene (1000890-01-6)

Guidance literature:

diethyl (2-bromo-5-chlorophenyl)methylphosphonate; salicylaldehyde; With potassium tert-butylate; In tetrahydrofuran; at -10 ℃; for 2h;

acetic anhydride; In tetrahydrofuran; for 0.25h;

Reference yield: 96.0%

trans-2-acetoxy-2'-bromo-5'-chloro-stilbene (1000890-01-6) → trans-N-methyl-3-(2-hydroxyphenyl)-4-(2-bromo-5-chlorophenyl)-pyrrolidine

Guidance literature:

trans-2-acetoxy-2'-bromo-5'-chloro-stilbene; With N-methoxymethyl-N-trimethylsilyl-N-methylamine; trifluoroacetic acid; In toluene; at 33 ℃; for 1h;

With potassium hydroxide; In methanol; water; for 0.5h;

upstream raw materials:

diethyl (2-bromo-5-chlorophenyl)methylphosphonate

acetic anhydride

2-bromo-5-chlorobenzyl bromide

salicylaldehyde

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF ASENAPINE AND INTERMEDIATE PRODUCTS USED IN SAID PROCESS". Page/Page column 8-9. . Retrieved 2010/11/29.