1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester

Base Information

Chemical Name:1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester
CAS No.:109307-33-7
Molecular Formula:C₁₉H₂₂O₃
Molecular Weight:298.382
Hs Code.:

Synonyms:1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester

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Chemical Property of 1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester

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Technology Process of 1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester

There total 5 articles about 1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester 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:

: 109307-30-4
4-Ethynyl-5-methyl-6,7-dihydro-benzofuran

: 109307-33-7
1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) disiamylborane, 2.) potassium carbonate, 3percent hydrogen peroxyde / 1.) THF, 5 h, 0 deg C, 2.) water, 5 min, 20 deg C

2: sodium borohydride / methanol / 0.08 h / 0 °C

3: 84 percent / triphenylphosphine, imidazole, iodine / 0.25 h / 23 °C

4: 1.) LDA / 1.) THF, -60 deg C, 30 min, 2.) THF, from -60 to 0 deg C, 14 h

With 1H-imidazole; sodium tetrahydroborate; dihydrogen peroxide; iodine; bis-(1,2-dimethylpropyl)borane; potassium carbonate; triphenylphosphine; lithium diisopropyl amide; In methanol;
DOI:10.1021/ja00249a043

Reference yield:

: 109307-31-5
(5-Methyl-6,7-dihydro-benzofuran-4-yl)-acetaldehyde

: 109307-33-7
1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: sodium borohydride / methanol / 0.08 h / 0 °C

2: 84 percent / triphenylphosphine, imidazole, iodine / 0.25 h / 23 °C

3: 1.) LDA / 1.) THF, -60 deg C, 30 min, 2.) THF, from -60 to 0 deg C, 14 h

With 1H-imidazole; sodium tetrahydroborate; iodine; triphenylphosphine; lithium diisopropyl amide; In methanol;
DOI:10.1021/ja00249a043

Reference yield:

: Trimethyl-(5-methyl-6,7-dihydro-benzofuran-4-ylethynyl)-silane

: 109307-33-7
1-[2-(5-Methyl-6,7-dihydro-benzofuran-4-yl)-ethyl]-cyclohexa-2,4-dienecarboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: potassium fluoride dihydrate / dimethylsulfoxide / 0.33 h / 15 °C

2: 1.) disiamylborane, 2.) potassium carbonate, 3percent hydrogen peroxyde / 1.) THF, 5 h, 0 deg C, 2.) water, 5 min, 20 deg C

3: sodium borohydride / methanol / 0.08 h / 0 °C

4: 84 percent / triphenylphosphine, imidazole, iodine / 0.25 h / 23 °C

5: 1.) LDA / 1.) THF, -60 deg C, 30 min, 2.) THF, from -60 to 0 deg C, 14 h

With 1H-imidazole; potassium fluoride; sodium tetrahydroborate; dihydrogen peroxide; iodine; bis-(1,2-dimethylpropyl)borane; potassium carbonate; triphenylphosphine; lithium diisopropyl amide; In methanol; dimethyl sulfoxide;
DOI:10.1021/ja00249a043