N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide

Base Information

• Chemical Name: N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide
• CAS No.: 212841-97-9
• Molecular Formula: C₁₈H₂₇NO₂Si
• Molecular Weight: 317.503
• Mol file: 212841-97-9.mol

Synonyms:N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide

Chemical Property of N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide

There total 1 articles about N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide 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: 85.0%

3-bromo-1-(trimethylsilyl)-1-propyne (38002-45-8) + N,N-diethyl-3-methoxybenzamide (62924-93-0) → N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide (212841-97-9)

Guidance literature:

Multistep reaction;

DOI:10.1021/ol0274920

Reference yield: 68.0%

N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide (212841-97-9) → 3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzaldehyde (212841-98-0)

Guidance literature:

With n-butyllithium; diisobutylaluminium hydride; In tetrahydrofuran; hexane; for 18h;

DOI:10.1021/ol0274920

Reference yield:

N,N-diethyl-3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzamide (212841-97-9) → 1-(3-methoxy-2-prop-2-ynyl-phenyl)-nona-2,8-diyn-1-ol (514813-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / n-butyllithium; DIBAL / tetrahydrofuran; hexane / 18 h

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -80 °C

2.2: 82 percent / tetrahydrofuran; hexane / 18 h / -80 - 20 °C

3.1: 98 percent / ammonium fluoride; ammonium hydrogen sulfate / H₂O; CH₂Cl₂ / 48 h / 20 °C

With n-butyllithium; ammonium fluoride; anhydrous ammonium hydrogen sulfate; diisobutylaluminium hydride; In tetrahydrofuran; hexane; dichloromethane; water;

DOI:10.1021/ol0274920

upstream raw materials:

3-bromo-1-(trimethylsilyl)-1-propyne

N,N-diethyl-3-methoxybenzamide

Downstream raw materials:

3-methoxy-2-(3-trimethylsilyl-prop-2-ynyl)benzaldehyde

1-(3-methoxy-2-prop-2-ynyl-phenyl)-nona-2,8-diyn-1-ol

tert-butyl-[1-(3-methoxy-2-prop-2-ynyl-phenyl)-nona-2,8-diynyloxy]-dimethyl-silane

1-[3-methoxy-2-(3-trimethylsilanyl-prop-2-ynyl)-phenyl]-9-trimethylsilanyl-nona-2,8-diyn-1-ol