2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline

Base Information

• Chemical Name: 2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline
• CAS No.: 1269261-77-9
• Molecular Formula: C₁₈H₂₀BrNO₃S
• Molecular Weight: 410.332

Synonyms:2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline

Chemical Property of 2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline

Chemical Property:

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Technology Process of 2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline

There total 5 articles about 2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline 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:

N-(2-(but-3-en-1-yl)-4-methoxyphenyl)-4-methylbenzenesulfonamide (1269261-61-1) → 2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline (1269261-77-9)

Guidance literature:

With palladium diacetate; potassium carbonate; copper(ll) bromide; In tetrahydrofuran; at 25 ℃; for 72h; Inert atmosphere;

DOI:10.1016/j.tet.2010.12.017

Reference yield:

(2-amino-5-methoxyphenyl)methanol (55414-72-7) → 2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline (1269261-77-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 12 h / Inert atmosphere; Reflux

2: thionyl chloride / dichloromethane / 12 h / 0 °C / Inert atmosphere; Reflux

3: tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4: palladium diacetate; potassium carbonate; copper(ll) bromide / tetrahydrofuran / 72 h / 25 °C / Inert atmosphere

With pyridine; thionyl chloride; palladium diacetate; potassium carbonate; copper(ll) bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2010.12.017

Reference yield:

p-toluenesulfonyl chloride (98-59-9) → 2-(bromomethyl)-6-methoxyl-1-(toluene-4-sulfonyl)-1,2,3,4-tetrahydroquinoline (1269261-77-9)

Guidance literature:

Multi-step reaction with 4 steps

1: pyridine / dichloromethane / 12 h / Inert atmosphere; Reflux

2: thionyl chloride / dichloromethane / 12 h / 0 °C / Inert atmosphere; Reflux

3: tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4: palladium diacetate; potassium carbonate; copper(ll) bromide / tetrahydrofuran / 72 h / 25 °C / Inert atmosphere

With pyridine; thionyl chloride; palladium diacetate; potassium carbonate; copper(ll) bromide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.tet.2010.12.017

upstream raw materials:

(2-amino-5-methoxyphenyl)methanol

N-(2-(chloromethyl)-4-methoxyphenyl)-4-methylbenzenesulfonamide

N-(2-(but-3-en-1-yl)-4-methoxyphenyl)-4-methylbenzenesulfonamide

p-toluenesulfonyl chloride

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