(Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate

Base Information

Chemical Name:(Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate
CAS No.:1374685-70-7
Molecular Formula:C₂₀H₂₂O₄
Molecular Weight:326.392
Hs Code.:

Synonyms:(Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate

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Technology Process of (Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate

There total 3 articles about (Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate 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: 79.0%

: 1017595-73-1
dimethyl 2-(3-methylbuta-1,2-dienyl)-2-(prop-2-ynyl)malonate

: 17933-03-8
m-tolylboronic acid

: 1374685-70-7
(Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate

Guidance literature:: With palladium diacetate; p-benzoquinone; In tetrahydrofuran; at 25 ℃; for 20h; regioselective reaction;
DOI:10.1002/anie.201107592

Reference yield:

: 6214-32-0
1-bromo-3-methylbuta-1,2-diene

: 1374685-70-7
(Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 - 25 °C

1.2: 20 h / Reflux

2.1: palladium diacetate; p-benzoquinone / tetrahydrofuran / 20 h / 25 °C

With palladium diacetate; sodium hydride; p-benzoquinone; In tetrahydrofuran; mineral oil;
DOI:10.1002/anie.201107592

Reference yield:

: 95124-07-5
dimethyl (prop-2-yn-1-yl)malonate

: 1374685-70-7
(Z)-dimethyl 4-(3-methylbenzylidene)-3-(prop-1-en-2-yl)cyclopent-2-ene-1,1-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.33 h / 0 - 25 °C

1.2: 20 h / Reflux

2.1: palladium diacetate; p-benzoquinone / tetrahydrofuran / 20 h / 25 °C

With palladium diacetate; sodium hydride; p-benzoquinone; In tetrahydrofuran; mineral oil;
DOI:10.1002/anie.201107592