1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine

Base Information

• Chemical Name: 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine
• CAS No.: 910378-58-4
• Molecular Formula: C₂₇H₃₇N₃O₄
• Molecular Weight: 467.608

Synonyms:1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine

Chemical Property of 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine

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Technology Process of 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine

There total 2 articles about 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine 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: 80.0%

5-(bromomethyl)-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-6-yl methyl ether (784143-53-9) + 1-[2-(4-nitrophenyl)ethyl]piperazine (91098-69-0) → 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine (910378-58-4)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1016/j.bmc.2006.05.065

Reference yield:

(4-nitrophenyl)ethyl bromide (5339-26-4) → 1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine (910378-58-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / K₂CO₃; tetra-n-butylammonium iodide / acetonitrile / 24 h / 20 °C

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In acetonitrile;

DOI:10.1016/j.bmc.2006.05.065

Reference yield: 88.0%

1-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]-4-[2-(4-nitrophenyl)ethyl]piperazine (910378-58-4) → 4-{2-[4-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]piperazin-1-yl]ethyl}aniline (910378-63-1)

Guidance literature:

With sodium tetrahydroborate; copper(l) chloride; In ethanol; for 2h; Heating;

DOI:10.1016/j.bmc.2006.05.065

upstream raw materials:

5-(bromomethyl)-2,2,7,8-tetramethyl-3,4-dihydro-2H-chromen-6-yl methyl ether

1-[2-(4-nitrophenyl)ethyl]piperazine

(4-nitrophenyl)ethyl bromide

Downstream raw materials:

4-{2-[4-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]piperazin-1-yl]ethyl}aniline

N-[4-[2-[4-[(3,4-dihydro-6-methoxy-2,2,7,8-tetramethyl-2H-1-benzopyran-5-yl)methyl]piperazin-1-yl]ethyl]phenyl]methanesulfonamide

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