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

Base Information

• Chemical Name: 2-(3'-chloro-5'-[7'-⁽¹³⁾C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether
• CAS No.: 1393581-18-4
• Molecular Formula: C₂₂H₂₅ClOSi
• Molecular Weight: 369.967

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

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

Chemical Property:

Purity/Quality:

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

There total 4 articles about 2-(3'-chloro-5'-[7'-⁽¹³⁾C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether 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: 83.0%

5-[2'-(diphenylmethylsilyloxyethyl)]-3-chloro-2-cyclohexen-1-one (1393581-13-9) + [13C]-methyltriphenylphosphonium iodide (81826-67-7) → 2-(3'-chloro-5'-[7'-(13)C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether (1393581-18-4)

Guidance literature:

[13C]-methyltriphenylphosphonium iodide; With potassium 2-methylbutan-2-olate; In benzene; for 1h; Reflux;

5-[2'-(diphenylmethylsilyloxyethyl)]-3-chloro-2-cyclohexen-1-one; In benzene; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2012.05.084

Reference yield:

C8H11ClO2 → 2-(3'-chloro-5'-[7'-(13)C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether (1393581-18-4)

Guidance literature:

Multi-step reaction with 2 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

With 1H-imidazole; potassium 2-methylbutan-2-olate; In N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.tet.2012.05.084

Reference yield:

2-(3'-keto-5'-chlorocyclohex-4'-enyl)ethanoyl chloride (1393581-12-8) → 2-(3'-chloro-5'-[7'-(13)C]methylidenecyclohex-3'-enyl)ethan-1-yl diphenylmethylsilyl ether (1393581-18-4)

Guidance literature:

Multi-step reaction with 3 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

With 1H-imidazole; lithium tris[(3-ethyl-3-pentyl)oxy]aluminohydride; potassium 2-methylbutan-2-olate; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

DOI:10.1016/j.tet.2012.05.084

upstream raw materials:

C₈H₁₀O₄

2-(3'-keto-5'-chlorocyclohex-4'-enyl)ethanoyl chloride

5-[2'-(diphenylmethylsilyloxyethyl)]-3-chloro-2-cyclohexen-1-one

[13C]-methyltriphenylphosphonium iodide

Downstream raw materials:

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

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

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

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