α-(3-Methyl-cyclohex-2-en-1-yl)-malonsaeurediethylester

Base Information

• Chemical Name: α-(3-Methyl-cyclohex-2-en-1-yl)-malonsaeurediethylester
• CAS No.: 20053-43-4
• Molecular Formula: C₁₄H₂₂O₄
• Molecular Weight: 254.326
• Mol file: 20053-43-4.mol

Synonyms:

Chemical Property of α-(3-Methyl-cyclohex-2-en-1-yl)-malonsaeurediethylester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-(3-Methyl-cyclohex-2-en-1-yl)-malonsaeurediethylester

There total 6 articles about α-(3-Methyl-cyclohex-2-en-1-yl)-malonsaeurediethylester 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:

diethyl 2-(3-methylenecyclohexyl)malonate → α-(3-Methyl-cyclohex-2-en-1-yl)-malonsaeurediethylester (20053-43-4) + diethyl 2-(3-methylcyclohex-3-en-1-yl)malonate 2e

Guidance literature:

With ammonia borane; C₁₅H₂₇Cl₂CoN₂P; In methanol; at 20 ℃; for 3h; Reagent/catalyst; Overall yield = 97 %; Overall yield = 123.2 mg; regioselective reaction; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/jacs.8b01815

Reference yield:

cyclohexenone (930-68-7) → α-(3-Methyl-cyclohex-2-en-1-yl)-malonsaeurediethylester (20053-43-4) + diethyl 2-(3-methylcyclohex-3-en-1-yl)malonate 2e

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; lithium perchlorate / 1 h / 20 °C / Inert atmosphere

2.1: potassium tert-butylate / toluene / 2 h / 90 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: C₁₅H₂₇Cl₂CoN₂P; ammonia borane / methanol / 3 h / 20 °C / Inert atmosphere; Schlenk technique; Glovebox

With ammonia borane; C₁₅H₂₇Cl₂CoN₂P; potassium tert-butylate; lithium perchlorate; triethylamine; In methanol; toluene; 2.2: |Wittig Olefination;

DOI:10.1021/jacs.8b01815

Reference yield:

diethyl malonate (105-53-3) → α-(3-Methyl-cyclohex-2-en-1-yl)-malonsaeurediethylester (20053-43-4) + diethyl 2-(3-methylcyclohex-3-en-1-yl)malonate 2e

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine; lithium perchlorate / 1 h / 20 °C / Inert atmosphere

2.1: potassium tert-butylate / toluene / 2 h / 90 °C / Inert atmosphere

2.2: 0 °C / Inert atmosphere

3.1: C₁₅H₂₇Cl₂CoN₂P; ammonia borane / methanol / 3 h / 20 °C / Inert atmosphere; Schlenk technique; Glovebox

With ammonia borane; C₁₅H₂₇Cl₂CoN₂P; potassium tert-butylate; lithium perchlorate; triethylamine; In methanol; toluene; 2.2: |Wittig Olefination;

DOI:10.1021/jacs.8b01815

upstream raw materials:

(±)-3-bromo-1-methylcyclohex-1-ene

diethyl malonate

3-methylcyclohex-2-en-1-ol

cyclohexenone