P-BROMO-N-CYCLOHEXYL-N-METHYLANILINE

Base Information

• Chemical Name: P-BROMO-N-CYCLOHEXYL-N-METHYLANILINE
• CAS No.: 88799-11-5
• Molecular Formula: C13H18 Br N
• Molecular Weight: 268.197
• Mol file: 88799-11-5.mol

Synonyms:p-Bromo-N-cyclohexyl-N-methylaniline

Chemical Property of P-BROMO-N-CYCLOHEXYL-N-METHYLANILINE

Chemical Property:

• Vapor Pressure: 5.31E-05mmHg at 25°C
• Boiling Point: 347.6°C at 760 mmHg
• Flash Point: 164°C
• Density: 1.301g/cm³
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

(4-Bromo-phenyl)-cyclohexyl-methyl-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of P-BROMO-N-CYCLOHEXYL-N-METHYLANILINE

There total 6 articles about P-BROMO-N-CYCLOHEXYL-N-METHYLANILINE 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: 64.0%

N-cyclohexyl-N-methylaniline N-oxide → 4-bromo-N-cyclohexyl-N-methylaniline (88799-11-5)

Guidance literature:

N-cyclohexyl-N-methylaniline N-oxide; With sulfurous dibromide; In tetrahydrofuran; at -78 ℃; for 4h; Inert atmosphere;

With triethylamine; In tetrahydrofuran; at -78 - 23 ℃; for 0.75h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.8b01590

Reference yield:

aniline (62-53-3) → 4-bromo-N-cyclohexyl-N-methylaniline (88799-11-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic acid; sodium cyanoborohydride / tetrahydrofuran / 18 h / 23 - 50 °C / Inert atmosphere

2.1: acetic acid; sodium cyanoborohydride / tetrahydrofuran / 18 h / 23 - 50 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 23 °C / Inert atmosphere

4.1: sulfurous dibromide / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

4.2: 0.75 h / -78 - 23 °C / Inert atmosphere

With sulfurous dibromide; sodium cyanoborohydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.joc.8b01590

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 4-bromo-N-cyclohexyl-N-methylaniline (88799-11-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: acetic acid; sodium cyanoborohydride / tetrahydrofuran / 18 h / 23 - 50 °C / Inert atmosphere

2.1: acetic acid; sodium cyanoborohydride / tetrahydrofuran / 18 h / 23 - 50 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 1 h / 23 °C / Inert atmosphere

4.1: sulfurous dibromide / tetrahydrofuran / 4 h / -78 °C / Inert atmosphere

4.2: 0.75 h / -78 - 23 °C / Inert atmosphere

With sulfurous dibromide; sodium cyanoborohydride; acetic acid; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acs.joc.8b01590

upstream raw materials:

(4-Bromo-phenyl)-cyclohexyl-methyl-amine; compound with bromine

aniline

cyclohexanone

N-cyclohexyl-N-methylaniline

Downstream raw materials:

(4-Bromo-phenyl)-cyclohexyl-methyl-amine; compound with bromine

4-(N-methyl-N-cyclohexylamino)phenyl-magnesium bromide

Refernces

• 1、 Effenberger, Franz,Steinbach, Adalbert,Epple, Gerhard,Hanauer, Johann. "Aminobenzenes, XVII. Addition Products of N,N-Dialkylanilines and Bromine - Synthesis and Reactions". . p. 3539 - 3551. Retrieved 2007/10/02.