5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one

Base Information

Chemical Name:5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one
CAS No.:174018-29-2
Molecular Formula:C₂₃H₁₈O
Molecular Weight:310.395
Hs Code.:

Synonyms:5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one

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Chemical Property of 5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one

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Technology Process of 5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one

There total 7 articles about 5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one 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: 26.0%

: 67608-76-8
(E)-4-(2-Ethynyl-phenyl)-3-methyl-but-3-en-2-one

: 161146-82-3
6-ethynyl-1,3,5-cycloheptatriene-1-carbaldehyde

: 174018-29-2
5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one

Guidance literature:: With sodium ethanolate; In diethyl ether; ethanol; at 10 ℃; for 0.416667h;
DOI:10.1246/bcsj.68.3519

Reference yield:

: 27332-40-7
ethyl 1,3,5-cycloheptatriene-1-carboxylate

: 174018-29-2
5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) aluminium chloride / 1.) CH₂Cl₂, 10 min, reflux, 2.) CH₂Cl₂, 4 h, 40 deg C

2: 57 percent / phosphoryl chloride / dimethylformamide; benzene / 21 h / Ambient temperature

3: 49 percent / 15 M aq. KOH / dimethylformamide; H₂O

4: 93 percent / DIBAH / benzene; toluene / 0.25 h / 0 °C

5: 78 percent / Ba(MnO₄)2 / CH₂Cl₂ / 2 h / Ambient temperature

6: 26 percent / sodium ethoxide / ethanol; diethyl ether / 0.42 h / 10 °C

With potassium hydroxide; aluminium trichloride; barium permanganate; sodium ethanolate; diisobutylaluminium hydride; trichlorophosphate; In diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1246/bcsj.68.3519

Reference yield:

: 75538-93-1
ethyl 6-acetyl-1,3,5-cycloheptatriene-1-carboxylate

: 174018-29-2
5-(6-ethynyl-1,3,5-cycloheptatrienyl)-1-(2-ethynylphenyl)-2-methyl-1,4-pentadien-3-one

Guidance literature:: Multi-step reaction with 5 steps

1: 57 percent / phosphoryl chloride / dimethylformamide; benzene / 21 h / Ambient temperature

2: 49 percent / 15 M aq. KOH / dimethylformamide; H₂O

3: 93 percent / DIBAH / benzene; toluene / 0.25 h / 0 °C

4: 78 percent / Ba(MnO₄)2 / CH₂Cl₂ / 2 h / Ambient temperature

5: 26 percent / sodium ethoxide / ethanol; diethyl ether / 0.42 h / 10 °C

With potassium hydroxide; barium permanganate; sodium ethanolate; diisobutylaluminium hydride; trichlorophosphate; In diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; benzene;
DOI:10.1246/bcsj.68.3519