ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate

Base Information

Chemical Name:ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate
CAS No.:929567-85-1
Molecular Formula:C₁₈H₂₄O₃
Molecular Weight:288.387
Hs Code.:

Synonyms:ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate

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Chemical Property of ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate

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Technology Process of ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate

There total 4 articles about ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate 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: 68.0%

: 929567-83-9
ethyl 2-(3-methoxy-5-methylphenyl)-2-methylcyclopent-3-ene-1-carboxylate

: 74-88-4
methyl iodide

: 929567-85-1
ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate

Guidance literature:: ethyl 2-(3-methoxy-5-methylphenyl)-2-methylcyclopent-3-ene-1-carboxylate; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -30 ℃; for 0.666667h;

methyl iodide; In tetrahydrofuran; hexane; at 20 ℃; for 7h; Further stages.;
DOI:10.1055/s-2006-950355

Reference yield:

: 3-(3-methoxy-5-methylphenyl)but-2-en-1-ol

: 929567-85-1
ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: 81 percent / propionic acid / 48 h / 180 °C

2.1: diisopropylamine; n-Bui / tetrahydrofuran; hexane / 0.67 h

2.2: 83 percent / tetrahydrofuran; hexane / 3 h / 20 °C

3.1: 96 percent / PhCH=Ru(PCy₃)2Cl₂ / CH₂Cl₂ / 5 h / 20 °C

4.1: LDA; hexamethylphosphoramide / hexane; tetrahydrofuran / 0.67 h / -30 °C

4.2: 68 percent / hexane; tetrahydrofuran / 7 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; 1-iodo-butane; propionic acid; diisopropylamine; lithium diisopropyl amide; Grubbs catalyst first generation; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1055/s-2006-950355

Reference yield:

: 929567-81-7
ethyl 2-allyl-3-(3-methoxy-5-methylphenyl)-3-methylpent-4-enoate

: 929567-85-1
ethyl 2-(3-methoxy-5-methylphenyl)-1,2-dimethylcyclopent-3-ene-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / PhCH=Ru(PCy₃)2Cl₂ / CH₂Cl₂ / 5 h / 20 °C

2.1: LDA; hexamethylphosphoramide / hexane; tetrahydrofuran / 0.67 h / -30 °C

2.2: 68 percent / hexane; tetrahydrofuran / 7 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; Grubbs catalyst first generation; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1055/s-2006-950355