2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

Base Information

• Chemical Name: 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal
• CAS No.: 1393581-06-0
• Molecular Formula: C₁₃H₂₂OSi
• Molecular Weight: 223.392

Synonyms:2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

Chemical Property of 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

Chemical Property:

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Technology Process of 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal

There total 5 articles about 2-[5'-[7'-⁽¹³⁾C]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: 51.0%

2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanol (1393581-20-8) → 2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal (1393581-06-0)

Guidance literature:

2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-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 → 2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal (1393581-06-0)

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 / 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:

2-(3'-chloro-5'-[7'-(13)C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether (1393581-18-4) → 2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanal (1393581-06-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran / 12 h / Reflux

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

2.2: Saturated solution

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

3.2: 12 h / 20 °C

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); methylmagnesium bromide; sodium hydroxide; tert-butyl alcohol; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1016/j.tet.2012.05.084

upstream raw materials:

2-(3'-chloro-5'-[7'-⁽¹³⁾C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether

2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether

2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanol

C₈H₁₀O₄

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