2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

Base Information

Chemical Name:2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal
CAS No.:1393581-11-7
Molecular Formula:C₁₃H₂₂OSi
Molecular Weight:222.403
Hs Code.:

Synonyms:2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

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Chemical Property of 2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

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Technology Process of 2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

There total 4 articles about 2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal 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: 60.0%

: 2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-2'-enyl]-1-ethanol

: 1393581-11-7
2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

Guidance literature:: 2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-2'-enyl]-1-ethanol; With methylmagnesium bromide; tert-butyl alcohol; In tetrahydrofuran; diethyl ether; at 20 ℃; for 0.0833333h;

With 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; diethyl ether; at 20 ℃; for 12h;
DOI:10.1016/j.tet.2012.05.084

Reference yield:

: C₈H₁₁ClO₂

: 1393581-11-7
2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.1: potassium 2-methylbutan-2-olate / benzene / 1 h / Reflux

2.2: 0.5 h / 20 °C

3.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran; diethyl ether / 12 h / Reflux

4.1: sodium hydroxide / tetrahydrofuran; methanol / 0.5 h / 20 °C

4.2: Saturated solution

5.1: methylmagnesium bromide; tert-butyl alcohol / tetrahydrofuran; diethyl ether / 0.08 h / 20 °C

5.2: 12 h / 20 °C

With 1H-imidazole; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); methylmagnesium bromide; potassium 2-methylbutan-2-olate; sodium hydroxide; tert-butyl alcohol; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tet.2012.05.084

Reference yield:

: 1393581-12-8
2-(3'-keto-5'-chlorocyclohex-4'-enyl)ethanoyl chloride

: 1393581-11-7
2-[5'-methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride / tetrahydrofuran / 4.5 h / -78 °C

1.2: -78 °C / Saturated solution

2.1: 1H-imidazole / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.1: potassium 2-methylbutan-2-olate / benzene / 1 h / Reflux

3.2: 0.5 h / 20 °C

4.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran; diethyl ether / 12 h / Reflux

5.1: sodium hydroxide / tetrahydrofuran; methanol / 0.5 h / 20 °C

5.2: Saturated solution

6.1: methylmagnesium bromide; tert-butyl alcohol / tetrahydrofuran; diethyl ether / 0.08 h / 20 °C

6.2: 12 h / 20 °C

With 1H-imidazole; lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); methylmagnesium bromide; potassium 2-methylbutan-2-olate; sodium hydroxide; tert-butyl alcohol; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide; benzene;
DOI:10.1016/j.tet.2012.05.084