ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate

Base Information

• Chemical Name: ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate
• CAS No.: 220841-19-0
• Molecular Formula: C₂₂H₂₄O₂
• Molecular Weight: 320.431
• Mol file: 220841-19-0.mol

Synonyms:ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate

Chemical Property of ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate

There total 2 articles about ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate 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%

ethyl 3-formyl-2,2-dimethylcyclopropanecarboxylate (66692-75-9) + diethyl (diphenylmethyl)phosphonate (27329-60-8) → ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate (220841-19-0)

Guidance literature:

diethyl (diphenylmethyl)phosphonate; With n-butyllithium; In 1,2-dimethoxyethane; hexane; at 0 ℃; for 1h;

ethyl 3-formyl-2,2-dimethylcyclopropanecarboxylate; In 1,2-dimethoxyethane; at 0 ℃; for 0.666667h;

DOI:10.1021/jo981965s

Reference yield:

ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate (97-41-6) → ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate (220841-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: CH₂Cl₂ / 2 h / -78 °C

1.2: 90 percent / triphenylphosphine / CH₂Cl₂ / -78 - 20 °C

2.1: n-BuLi / 1,2-dimethoxy-ethane; hexane / 1 h / 0 °C

2.2: 96 percent / 1,2-dimethoxy-ethane / 0.67 h / 0 °C

With n-butyllithium; In 1,2-dimethoxyethane; hexane; dichloromethane; 1.1: ozonolysis / 1.2: Reduction / 2.1: Metallation / 2.2: Horner-Emmons olefination;

DOI:10.1021/jo981965s

Reference yield: 97.0%

ethyl 3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylate (220841-19-0) → 2-(2,2-diphenylvinyl)-3-(hydroxymethyl)-1,1-dimethylcyclopropane

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃; for 1h;

DOI:10.1021/jo981965s

upstream raw materials:

ethyl 3-formyl-2,2-dimethylcyclopropanecarboxylate

diethyl (diphenylmethyl)phosphonate

ethyl 2,2-dimethyl-3-(2-methylpropenyl)cyclopropanecarboxylate

Downstream raw materials:

ethyl 2,2-dimethyl-5,5-diphenyl-3-cyclopentene-1-carboxylate

3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarboxylic acid

3-(2,2-diphenylvinyl)-2,2-dimethyl-1-cyclopropanecarbonyl chloride