3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol

Base Information

• Chemical Name: 3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol
• CAS No.: 1418126-21-2
• Molecular Formula: C₁₉H₂₂FNO₃
• Molecular Weight: 331.387
• Mol file: 1418126-21-2.mol

Synonyms:3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol

Chemical Property of 3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol

There total 8 articles about 3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol 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:

1-(5-(benzyloxy)-2-fluorobenzyl)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline (1418126-47-2) → 3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol (1418126-21-2)

Guidance literature:

With palladium on activated charcoal; hydrogen; acetic acid; In methanol; for 16h; under 760.051 Torr;

DOI:10.1002/chem.201201895

Reference yield:

2-(5-(benzyloxy)-2-fluorophenyl)-N-(3,4-dimethoxyphenethyl)-N-methylacetamide (1418126-45-0) → 3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol (1418126-21-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trichlorophosphate / acetonitrile / 3 h / Reflux; Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere; Cooling with ice

2.1: acetic acid; hydrogen; palladium on activated charcoal / methanol / 16 h / 760.05 Torr

With palladium on activated charcoal; hydrogen; acetic acid; trichlorophosphate; In methanol; acetonitrile;

DOI:10.1002/chem.201201895

Reference yield:

2,2,2-trichloro-1-(2-fluoro-5-methoxyphenyl)ethanol (1418126-43-8) → 3-((6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-4-fluorophenol (1418126-21-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydroxide; sodium tetrahydroborate; diphenyl diselenide / ethanol / 20 - 40 °C / Inert atmosphere

2.1: bromic acid / water / 5 h / 105 °C

3.1: sodium iodide; potassium hydroxide / ethanol / 20 °C

4.1: oxalyl dichloride; N,N-dimethyl-formamide / toluene / 3 h / Inert atmosphere

5.1: sodium hydroxide / chloroform; water / 16 h / 20 °C / Cooling with ice

6.1: trichlorophosphate / acetonitrile / 3 h / Reflux; Inert atmosphere

6.2: 16 h / 20 °C / Inert atmosphere; Cooling with ice

7.1: acetic acid; hydrogen; palladium on activated charcoal / methanol / 16 h / 760.05 Torr

With sodium tetrahydroborate; oxalyl dichloride; diphenyl diselenide; palladium on activated charcoal; hydrogen; bromic acid; acetic acid; N,N-dimethyl-formamide; sodium iodide; potassium hydroxide; sodium hydroxide; trichlorophosphate; In methanol; ethanol; chloroform; water; toluene; acetonitrile;

DOI:10.1002/chem.201201895

upstream raw materials:

2,2,2-trichloro-1-(2-fluoro-5-methoxyphenyl)ethanol

2-fluoro-5-methoxybenzaldehyde

2-(2-fluoro-5-methoxyphenyl)acetic acid

2-(2-fluoro-5-hydroxyphenyl)acetic acid

Downstream raw materials:

C₁₉H₂₂FNO₃

C₁₉H₂₀FNO₃

Refernces