8-bromo-2-(2-hydroxy)benzyl-2-methoxychroman

Base Information

• Chemical Name: 8-bromo-2-(2-hydroxy)benzyl-2-methoxychroman
• CAS No.: 1448439-21-1
• Molecular Formula: C₁₇H₁₇BrO₃
• Molecular Weight: 349.224
• Mol file: 1448439-21-1.mol

Synonyms:

Chemical Property of 8-bromo-2-(2-hydroxy)benzyl-2-methoxychroman

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-bromo-2-(2-hydroxy)benzyl-2-methoxychroman

There total 10 articles about 8-bromo-2-(2-hydroxy)benzyl-2-methoxychroman 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:

8-bromo-2-(2-tert-butyldimethylsilyloxy)benzyl-2-methoxychroman (1448439-20-0) → 2-(2-(benzofuran-2-yl)ethyl)-6-bromophenol (1448439-22-2) + 8-bromo-2-(2-hydroxy)benzyl-2-methoxychroman (1448439-21-1)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In acetonitrile; at 20 ℃; for 72h; Inert atmosphere;

DOI:10.1039/c3ob41065j

Reference yield:

O-methoxymethyl-3-bromosalicylaldehyde (236094-18-1) → 8-bromo-2-(2-hydroxy)benzyl-2-methoxychroman (1448439-21-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / tetrahydrofuran; paraffin oil / 0.5 h / 0 - 20 °C / Inert atmosphere

1.2: 18 h / 20 °C / Inert atmosphere

2.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 25 °C / 22502.3 Torr / Inert atmosphere

3.1: camphor-10-sulfonic acid / tetrahydrofuran; methanol; water / 22 h / 20 °C / Inert atmosphere

4.1: triethylamine tris(hydrogen fluoride) / acetonitrile / 72 h / 20 °C / Inert atmosphere

With palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; sodium hydride; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; methanol; water; ethyl acetate; acetonitrile; paraffin oil; 1.1: |Horner-Wadsworth-Emmons Olefination / 1.2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1039/c3ob41065j

Reference yield:

salicylaldehyde (90-02-8) → 8-bromo-2-(2-hydroxy)benzyl-2-methoxychroman (1448439-21-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: diisopropylamine; N-Bromosuccinimide / dichloromethane / 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; paraffin oil / 0.5 h / 0 - 20 °C / Inert atmosphere

3.2: 18 h / 20 °C / Inert atmosphere

4.1: hydrogen; palladium 10% on activated carbon / ethyl acetate / 25 °C / 22502.3 Torr / Inert atmosphere

5.1: camphor-10-sulfonic acid / tetrahydrofuran; methanol; water / 22 h / 20 °C / Inert atmosphere

6.1: triethylamine tris(hydrogen fluoride) / acetonitrile / 72 h / 20 °C / Inert atmosphere

With N-Bromosuccinimide; palladium 10% on activated carbon; camphor-10-sulfonic acid; hydrogen; sodium hydride; triethylamine tris(hydrogen fluoride); diisopropylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; acetonitrile; paraffin oil; 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;

DOI:10.1039/c3ob41065j

upstream raw materials:

salicylaldehyde

2-hydroxy-3-bromobenzaldehyde

O-methoxymethyl-3-bromosalicylaldehyde

2-Hydroxyphenylacetic acid

Downstream raw materials:

2-(2-(benzofuran-2-yl)ethyl)-6-bromophenol

C₁₆H₁₃BrO₂