N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide

Base Information

• Chemical Name: N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide
• CAS No.: 1292850-59-9
• Molecular Formula: C₂₀H₂₂ClNO₄
• Molecular Weight: 375.852

Synonyms:N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide

Chemical Property of N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide

Chemical Property:

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Technology Process of N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide

There total 3 articles about N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide 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: 77.0%

N-(4-chlorophenyl)-2,2-dimethylpropionamide (65854-91-3) + 2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde (29668-43-7) → N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide (1292850-59-9)

Guidance literature:

N-(4-chlorophenyl)-2,2-dimethylpropionamide; With sec.-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 2h;

2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h;

DOI:10.1016/j.bmc.2011.01.065

Reference yield:

pivaloyl chloride (3282-30-2) → N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide (1292850-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2.1: sec.-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C

2.2: 0.5 h / 0 °C

With dmap; sec.-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.bmc.2011.01.065

Reference yield:

4-chloro-aniline (106-47-8) → N-{4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl-(hydroxy)methyl]phenyl}-2,2-dimethylpropanamide (1292850-59-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap; triethylamine / dichloromethane / 0 - 20 °C

2.1: sec.-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C

2.2: 0.5 h / 0 °C

With dmap; sec.-butyllithium; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

DOI:10.1016/j.bmc.2011.01.065

upstream raw materials:

N-(4-chlorophenyl)-2,2-dimethylpropionamide

2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde

pivaloyl chloride

4-chloro-aniline

Downstream raw materials:

{5-chloro-2-[(2,2-dimethylpropyl)amino]phenyl}-(2,3-dihydro-1,4-benzodioxin-5-yl)methanol

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