(Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate

Base Information

Chemical Name:(Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate
CAS No.:1361029-72-2
Molecular Formula:C₁₉H₁₇NO₂
Molecular Weight:291.349
Hs Code.:

Synonyms:

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Chemical Property of (Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate

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Technology Process of (Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate

There total 9 articles about (Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate 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:

: 83-34-1
3-Methylindole

: 1361029-72-2
(Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium cyanoborohydride / acetic acid / 2 h / 0 - 20 °C / Inert atmosphere

2.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 0.25 h / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 12 h / Inert atmosphere; Reflux

4.1: pyridine-3-carbonitrile; oxygen; palladium diacetate; Trimethylacetic acid / 1,3,5-trimethyl-benzene / 110 °C

5.1: sodium hydroxide / tetrahydrofuran; ethanol; water / 20 °C / Inert atmosphere

6.1: methanol; diethyl ether / 20 °C / Inert atmosphere

With pyridine-3-carbonitrile; oxygen; tetra(n-butyl)ammonium hydrogensulfate; palladium diacetate; sodium cyanoborohydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; Trimethylacetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetic acid; toluene; 1,3,5-trimethyl-benzene;
DOI:10.1002/anie.201106927

Reference yield:

: 1361029-75-5
1-(3-methylindolin-1-yl)-2-phenylprop-2-en-1-one

: 1361029-72-2
(Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate

Guidance literature:: Multi-step reaction with 4 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / toluene / 12 h / Inert atmosphere; Reflux

2: pyridine-3-carbonitrile; oxygen; palladium diacetate; Trimethylacetic acid / 1,3,5-trimethyl-benzene / 110 °C

3: sodium hydroxide / tetrahydrofuran; ethanol; water / 20 °C / Inert atmosphere

4: methanol; diethyl ether / 20 °C / Inert atmosphere

With pyridine-3-carbonitrile; oxygen; palladium diacetate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; Trimethylacetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; toluene; 1,3,5-trimethyl-benzene;
DOI:10.1002/anie.201106927

Reference yield:

: 1361029-53-9
1-(3-methyl-1H-indol-1-yl)-2-phenylprop-2-en-1-one

: 1361029-72-2
(Z)-methyl 3-(3-methyl-1H-indol-2-yl)-2-phenylacrylate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine-3-carbonitrile; oxygen; palladium diacetate; Trimethylacetic acid / 1,3,5-trimethyl-benzene / 110 °C

2: sodium hydroxide / tetrahydrofuran; ethanol; water / 20 °C / Inert atmosphere

3: methanol; diethyl ether / 20 °C / Inert atmosphere

With pyridine-3-carbonitrile; oxygen; palladium diacetate; sodium hydroxide; Trimethylacetic acid; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; 1,3,5-trimethyl-benzene;
DOI:10.1002/anie.201106927