2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde

Base Information

• Chemical Name: 2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde
• CAS No.: 224784-28-5
• Molecular Formula: C₃₄H₅₇NO₃Si₂
• Molecular Weight: 584.002

Synonyms:2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde

Chemical Property of 2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde

Chemical Property:

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Technology Process of 2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde

There total 5 articles about 2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde 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: 58.0%

2-[3-[(1E)-2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethylcyclohex-2-en-1-ylidene]acetonitrile → 2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde (224784-28-5)

Guidance literature:

2-[3-[(1E)-2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethylcyclohex-2-en-1-ylidene]acetonitrile; With diisobutylaluminium hydride; In toluene; Inert atmosphere; Cooling with acetone-dry ice;

With water; silica gel; at 20 ℃; Inert atmosphere;

DOI:10.1039/c6tc00358c

Reference yield:

4-(bis(2-acetoxyethyl)amino)benzaldehyde (41313-77-3) → 2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde (224784-28-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium methylate / methanol / Inert atmosphere; Reflux

1.2: Inert atmosphere; Reflux

2.1: 1H-imidazole / N,N-dimethyl-formamide / Heating

3.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Cooling with ice

3.2: Inert atmosphere; Reflux

4.1: diisobutylaluminium hydride / toluene / Inert atmosphere; Cooling with acetone-dry ice

4.2: 20 °C / Inert atmosphere

With 1H-imidazole; sodium methylate; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; mineral oil; 1.1: |Claisen-Schmidt Condensation / 1.2: |Claisen-Schmidt Condensation;

DOI:10.1039/c6tc00358c

Reference yield:

3,5,5-Trimethylcyclohex-2-en-1-one (78-59-1) → 2-[3-[2-[4-[bis[2-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]amino]phenyl]ethenyl]-5,5-dimethyl-2-cyclohexen-1-ylidene]acetaldehyde (224784-28-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium methylate / methanol / Inert atmosphere; Reflux

1.2: Inert atmosphere; Reflux

2.1: 1H-imidazole / N,N-dimethyl-formamide / Heating

3.1: sodium hydride / tetrahydrofuran; mineral oil / 20 °C / Inert atmosphere; Cooling with ice

3.2: Inert atmosphere; Reflux

4.1: diisobutylaluminium hydride / toluene / Inert atmosphere; Cooling with acetone-dry ice

4.2: 20 °C / Inert atmosphere

With 1H-imidazole; sodium methylate; sodium hydride; diisobutylaluminium hydride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; toluene; mineral oil; 1.1: |Claisen-Schmidt Condensation / 1.2: |Claisen-Schmidt Condensation;

DOI:10.1039/c6tc00358c

upstream raw materials:

3,5,5-Trimethylcyclohex-2-en-1-one

4-(bis(2-acetoxyethyl)amino)benzaldehyde

Downstream raw materials:

YLD₁₂₄

AJS-146

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