[1,2-bis(methylene)but-3-en-1-yl]cyclohexane

Base Information

• Chemical Name: [1,2-bis(methylene)but-3-en-1-yl]cyclohexane
• CAS No.: 1201828-31-0
• Molecular Formula: C₁₂H₁₈
• Molecular Weight: 162.275
• Mol file: 1201828-31-0.mol

Synonyms:[1,2-bis(methylene)but-3-en-1-yl]cyclohexane

Chemical Property of [1,2-bis(methylene)but-3-en-1-yl]cyclohexane

Chemical Property:

Purity/Quality:

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Technology Process of [1,2-bis(methylene)but-3-en-1-yl]cyclohexane

There total 2 articles about [1,2-bis(methylene)but-3-en-1-yl]cyclohexane 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: 82.0%

3-cyclohexyl-1-methyl-2-methylenebut-3-en-1-yl ethyl carbonate (1201828-11-6) → [1,2-bis(methylene)but-3-en-1-yl]cyclohexane (1201828-31-0)

Guidance literature:

With [Ru(Cp*)(4,4'-di-tBu-2,2'-bipyridine)(CH₃CN)]PF₆; In acetonitrile; at 90 ℃; for 12h; Inert atmosphere; Molecular sieve;

DOI:10.1039/b913595b

Reference yield: 37.0%

diethyl 1-methylene-2-propenyl phosphate (58625-78-8) + C8H13BrMg → [1,2-bis(methylene)but-3-en-1-yl]cyclohexane (1201828-31-0)

Guidance literature:

With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride; In tetrahydrofuran; at 23 - 65 ℃; for 19h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01892

Reference yield:

[1,2-bis(methylene)but-3-en-1-yl]cyclohexane (1201828-31-0) + bis(pinacol)diborane (73183-34-3) → (R)-2-(3-cyclohexyl-2-vinylbut-3-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane + (S)-2-(3-cyclohexyl-2-vinylbut-3-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Guidance literature:

bis(pinacol)diborane; With potassium tert-butylate; C₄₄H₆₀NP; copper(l) chloride; In pentane; at -40 ℃; for 0.333333h; Schlenk technique; Inert atmosphere;

[1,2-bis(methylene)but-3-en-1-yl]cyclohexane; In methanol; pentane; at -40 ℃; for 3h; Overall yield = 65 percent; Overall yield = 56.6 mg; enantioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01892

upstream raw materials:

3-cyclohexyl-1-methyl-2-methylenebut-3-en-1-yl ethyl carbonate

diethyl 1-methylene-2-propenyl phosphate