4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone

Base Information

Chemical Name:4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone
CAS No.:153037-20-8
Molecular Formula:C₂₅H₃₂O₃
Molecular Weight:380.527
Hs Code.:

Synonyms:4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone

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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 4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of 4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone

There total 14 articles about 4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone 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:

: 153037-19-5
(+/-)-(E)-1-(3,5-Dimethoxyphenyl)-8-(3,5-dimethyl-4-hydroxyphenyl)-4-methyl-3-octene

: 153037-20-8
4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone

Guidance literature:: With silver(l) oxide; In chloroform-d1; for 1h; Yield given; Ambient temperature;
DOI:10.1021/jo00079a045

Reference yield:

: 147663-61-4,29584-66-5
trans-3-(3,5-dimethoxyphenyl)-2-propen-1-ol

: 153037-20-8
4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2 min, 2.) CH₂Cl₂, 5 min

3: 82 percent / propionic acid / 3 h / 140 °C

4: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

5: Ph₃P, CBr₄ / diethyl ether / 8 h / Ambient temperature

6: 88 percent / DMSO / 2 h / 50 °C

7: 63 percent / DIBAL-H / benzene / 14 h / Ambient temperature

8: 88 percent / 1.92M t-BuLi / 1.) pentane, ether, -78 deg C, 45 min, 2.) ether, r.t., 8 h

9: 96 percent / n-Bu₄NF / tetrahydrofuran / 8 h / Ambient temperature

10: Et₃N / diethyl ether / 10 h

11: LiAlH₄, 15percent aq. NaOH / 1 h / Ambient temperature

12: 6percent KOH / ethanol / 10 h / Heating

13: Ag₂O / CDCl₃ / 1 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; carbon tetrabromide; tetrabutyl ammonium fluoride; tert.-butyl lithium; diisobutylaluminium hydride; dimethyl sulfoxide; propionic acid; triethylamine; triphenylphosphine; silver(l) oxide; In tetrahydrofuran; diethyl ether; chloroform-d1; ethanol; benzene;
DOI:10.1021/jo00079a045

Reference yield:

: 42174-79-8,29584-64-3
(E)-ethyl 3-(3,5-dimethoxyphenyl)acrylate

: 153037-20-8
4-[(E)-8-(3,5-Dimethoxy-phenyl)-5-methyl-oct-5-enylidene]-2,6-dimethyl-cyclohexa-2,5-dienone

Guidance literature:: Multi-step reaction with 14 steps

1: LiAlH₄ / tetrahydrofuran / 6 h / Heating

2: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2 min, 2.) CH₂Cl₂, 5 min

4: 82 percent / propionic acid / 3 h / 140 °C

5: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

6: Ph₃P, CBr₄ / diethyl ether / 8 h / Ambient temperature

7: 88 percent / DMSO / 2 h / 50 °C

8: 63 percent / DIBAL-H / benzene / 14 h / Ambient temperature

9: 88 percent / 1.92M t-BuLi / 1.) pentane, ether, -78 deg C, 45 min, 2.) ether, r.t., 8 h

10: 96 percent / n-Bu₄NF / tetrahydrofuran / 8 h / Ambient temperature

11: Et₃N / diethyl ether / 10 h

12: LiAlH₄, 15percent aq. NaOH / 1 h / Ambient temperature

13: 6percent KOH / ethanol / 10 h / Heating

14: Ag₂O / CDCl₃ / 1 h / Ambient temperature

With potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; carbon tetrabromide; tetrabutyl ammonium fluoride; tert.-butyl lithium; diisobutylaluminium hydride; dimethyl sulfoxide; propionic acid; triethylamine; triphenylphosphine; silver(l) oxide; In tetrahydrofuran; diethyl ether; chloroform-d1; ethanol; benzene;
DOI:10.1021/jo00079a045