(4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide

Base Information

• Chemical Name: (4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide
• CAS No.: 1181458-21-8
• Molecular Formula: BrH*C₈H₁₀BrNO
• Molecular Weight: 296.989
• Mol file: 1181458-21-8.mol

Synonyms:(4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide

Chemical Property of (4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide

There total 1 articles about (4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide 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:

2-methoxy-6-methylbenzeneamine (50868-73-0) → (4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide (1181458-21-8)

Guidance literature:

With bromine; acetic acid; In methanol; for 2h;

Reference yield: 53.0%

(4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide (1181458-21-8) + copper(l) cyanide → 4-bromo-2-methoxy-6-methyl-benzonitrile (877149-05-8)

Guidance literature:

(4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide; With hydrogenchloride; sodium nitrite; In water; at 0 ℃; for 0.5h;

copper(l) cyanide; In water; toluene; at 0 - 50 ℃; for 4h;

Reference yield:

(4-Bromo-2-methoxy-6-methyl-phenyl)-amine hydrobromide (1181458-21-8) → phenyl 2-(benzyloxy)-3-bromo-4-formyl-6-methylbenzoate (1254346-14-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: hydrogenchloride; sodium nitrite / water / 0.5 h / 0 °C

1.2: 4 h / 0 - 50 °C

2.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / -78 - 20 °C

3.1: sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene / water; tert-butyl alcohol / 0.5 h / 20 °C

4.1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 °C

5.1: triethylamine; dmap / dichloromethane / 1 h / 20 °C

6.1: potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 19 h / Reflux; Inert atmosphere

7.1: ozone / dichloromethane / 0.17 h / -78 °C

7.2: 5 h / -78 - 25 °C

8.1: acetic acid; bromine / 1 h / 20 °C

9.1: boron tribromide / dichloromethane / 1.5 h / -78 - 25 °C

10.1: potassium carbonate / N,N-dimethyl-formamide / 2 h

With hydrogenchloride; dmap; sodium chlorite; sodium dihydrogenphosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2-methyl-but-2-ene; oxalyl dichloride; bromine; boron tribromide; diisobutylaluminium hydride; potassium carbonate; ozone; acetic acid; triethylamine; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; toluene; tert-butyl alcohol;

DOI:10.1021/jm401211t

upstream raw materials:

2-methoxy-6-methylbenzeneamine

Downstream raw materials:

4-bromo-2-methoxy-6-methyl-benzoic acid

phenyl 4-formyl-2-methoxy-6-methylbenzoate

C₁₆H₁₃BrO₄

phenyl 2-(benzyloxy)-3-bromo-4-formyl-6-methylbenzoate