methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate

Base Information

Chemical Name:methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate
CAS No.:858128-77-5
Molecular Formula:C₁₇H₂₂O₃
Molecular Weight:274.36
Hs Code.:

Synonyms:methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate

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Chemical Property of methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate

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Technology Process of methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate

There total 6 articles about methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate 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:

: 858128-74-2
2-(2-methoxy-5-methyl-phenyl)-pent-4-enoic acid

: 858128-77-5
methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 92 percent / DCC; DMAP / CH₂Cl₂ / 4 h / 20 °C

2.1: LDA / tetrahydrofuran

2.2: 77 percent / Et₃N / tetrahydrofuran / 5.5 h / -70 - 20 °C

3.1: Et₃N / tetrahydrofuran / 2 h / Heating

3.2: aq. HCl / tetrahydrofuran / 0.67 h

4.1: diethyl ether / 0.5 h / 0 °C

5.1: 98 percent / [Cl₂Ru(PCy₃)2=CHPh] / CH₂Cl₂ / 5 h / 20 °C

With dmap; triethylamine; dicyclohexyl-carbodiimide; lithium diisopropyl amide; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; 3.1: Ireland ester Claisen rearrangement;
DOI:10.1055/s-2005-865223

Reference yield:

: 858128-73-1
3-methylbut-2-enyl 2-(2-methoxy-5-methylphenyl)pent-4-enoate

: 858128-77-5
methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran

1.2: 77 percent / Et₃N / tetrahydrofuran / 5.5 h / -70 - 20 °C

2.1: Et₃N / tetrahydrofuran / 2 h / Heating

2.2: aq. HCl / tetrahydrofuran / 0.67 h

3.1: diethyl ether / 0.5 h / 0 °C

4.1: 98 percent / [Cl₂Ru(PCy₃)2=CHPh] / CH₂Cl₂ / 5 h / 20 °C

With triethylamine; lithium diisopropyl amide; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; 2.1: Ireland ester Claisen rearrangement;
DOI:10.1055/s-2005-865223

Reference yield:

: 858128-75-3
[(Z)-2-(2-Methoxy-5-methyl-phenyl)-1-(3-methyl-but-2-enyloxy)-penta-1,4-dienyloxy]-trimethyl-silane

: 858128-77-5
methyl 2,2-dimethyl-1-(2-methoxy-5-methylphenyl)cyclopent-3-enecarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: Et₃N / tetrahydrofuran / 2 h / Heating

1.2: aq. HCl / tetrahydrofuran / 0.67 h

2.1: diethyl ether / 0.5 h / 0 °C

3.1: 98 percent / [Cl₂Ru(PCy₃)2=CHPh] / CH₂Cl₂ / 5 h / 20 °C

With triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Ireland ester Claisen rearrangement;
DOI:10.1055/s-2005-865223