tert-Butyl N-(4-bromo-2,5-dimethylphenyl)carbamate

Base Information

• Chemical Name: tert-Butyl N-(4-bromo-2,5-dimethylphenyl)carbamate
• CAS No.: 1086392-05-3
• Molecular Formula: C13H18BrNO2
• Molecular Weight: 300.195
• Hs Code.: 2924299090
• Mol file: 1086392-05-3.mol

Synonyms:N-BOC 4-Bromo-2,5-dimethylaniline;tert-Butyl N-(4-bromo-2,5-dimethylphenyl)carbamate;tert-Butyl (4-broMo-2,5-diMethylphenyl)carbaMate;(4-Bromo-2,5-dimethyl-phenyl)-carbamic acid tert-butyl ester

Chemical Property of tert-Butyl N-(4-bromo-2,5-dimethylphenyl)carbamate

Chemical Property:

• PSA: 38.33000
• LogP: 4.48590
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

N-BOC4-Bromo-2,5-dimethylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-BOC 4-Bromo-2,5-dimethylaniline is tert-butyloxycarbonyl protected 4-Bromo-2,5-dimethylaniline (B691538), which is a versatile building block used as a reactant in the synthesis of perylene-perylenediimide donor-acceptor dyad.

Technology Process of tert-Butyl N-(4-bromo-2,5-dimethylphenyl)carbamate

There total 1 articles about tert-Butyl N-(4-bromo-2,5-dimethylphenyl)carbamate 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: 78.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-bromo-2,5-dimethylaniline (30273-40-6) → N-boc-4-bromo-2,5-dimethylaniline (1086392-05-3)

Guidance literature:

In toluene; at 100 ℃; for 40h; Inert atmosphere;

Reference yield: 96.0%

N-boc-4-bromo-2,5-dimethylaniline (1086392-05-3) + bis(pinacol)diborane (73183-34-3) → C19H30BNO4 (1352615-34-9)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In N,N-dimethyl-formamide; at 80 ℃; for 16h;

Reference yield:

N-boc-4-bromo-2,5-dimethylaniline (1086392-05-3) → C72H74Br2N2 (1352615-53-2)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 16 h / 80 °C

2: sodium carbonate; Aliquat 336 / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 38 h / 90 °C / Inert atmosphere

3: trifluoroacetic acid / dichloromethane / 20 °C

4: sodium t-butanolate / tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 20 °C / Inert atmosphere

5: sodium t-butanolate / 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾ / toluene / 24 h / 105 °C / Inert atmosphere

With potassium acetate; Aliquat 336; sodium carbonate; trifluoroacetic acid; sodium t-butanolate; 1,1'-bis-(diphenylphosphino)ferrocene; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tri-tert-butyl phosphine; In dichloromethane; water; N,N-dimethyl-formamide; toluene; 2: Suzuki Coupling;

upstream raw materials:

di-tert-butyl dicarbonate

4-bromo-2,5-dimethylaniline

Downstream raw materials:

C₁₉H₃₀BNO₄

C₆₀H₆₈N₂

C₇₂H₇₄Br₂N₂

Refernces