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

Base Information

• Chemical Name: 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanol
• CAS No.: 1393581-20-8
• Molecular Formula: C₁₃H₂₄OSi
• Molecular Weight: 225.407

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

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

Chemical Property:

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

There total 4 articles about 2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanol 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: 96.0%

2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether (1393581-19-5) → 2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanol (1393581-20-8)

Guidance literature:

2-[5'-[7'-⁽¹³⁾C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]ethan-1-yl diphenylmethylsilyl ether; With sodium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 0.5h;

With sodium hydrogencarbonate; In tetrahydrofuran; methanol; water; Saturated solution;

DOI:10.1016/j.tet.2012.05.084

Reference yield:

C8H11ClO2 → 2-[5'-[7'-(13)C]methylidene-3'-(trimethylsilylmethyl)cyclohex-3'-enyl]-1-ethanol (1393581-20-8)

Guidance literature:

Multi-step reaction with 4 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

With 1H-imidazole; 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); potassium 2-methylbutan-2-olate; sodium hydroxide; In tetrahydrofuran; methanol; 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-ethanol (1393581-20-8)

Guidance literature:

Multi-step reaction with 2 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

With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); sodium hydroxide; In tetrahydrofuran; methanol;

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

C₈H₁₀O₄

Downstream raw materials:

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

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