3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene

Base Information

• Chemical Name: 3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene
• CAS No.: 169173-78-8
• Molecular Formula: C₂₁H₂₉BrO₂S
• Molecular Weight: 425.43
• Mol file: 169173-78-8.mol

Synonyms:3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene

Chemical Property of 3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene

There total 2 articles about 3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene 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: 92.0%

3-bromo-2-methylthiophene-5-boronic acid (154566-69-5) + O-Methoxymethyl-2,6-di-tert-butyl-4-iodophenol (169173-76-6) → 3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene (169173-78-8)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; for 1.5h; Heating;

Reference yield:

2,6-Di-tert-butyl-4-iodophenol (40084-31-9) → 3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene (169173-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 60 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 5 min, 2.) r.t., 2.5 h

2: 92 percent / aq. Na₂CO₃ / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 1.5 h / Heating

With n-butyllithium; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane;

Reference yield:

3-Bromo-5-(O-methoxymethyl-3',5'-di-tert-butyl-4'-hydroxyphenyl)-2-methylthiophene (169173-78-8) → 1,2-Bis-<5'-(3'',5''-di-tert-butyl-4''-hydroxyphenyl)-2'-methylthien-3'-yl>perfluorocyclopentene (169173-75-5)

Guidance literature:

Multi-step reaction with 2 steps

1: n-BuLi / tetrahydrofuran; hexane / 1.) -78 deg C, 40 min, 2.) -78 deg C, 2 h

2: conc. aq. HCl / tetrahydrofuran / 60 h / Ambient temperature

With hydrogenchloride; n-butyllithium; In tetrahydrofuran; hexane;

upstream raw materials:

3-bromo-2-methylthiophene-5-boronic acid

O-Methoxymethyl-2,6-di-tert-butyl-4-iodophenol

2,6-Di-tert-butyl-4-iodophenol

Downstream raw materials:

C₄₇H₅₈F₆O₄S₂

1,2-Bis-<5'-(3'',5''-di-tert-butyl-4''-hydroxyphenyl)-2'-methylthien-3'-yl>perfluorocyclopentene